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A Guide to the UChicago Supplemental Essays 2023-2024

August 8, 2023

As you prepare to apply to the University of Chicago, we all know that admission is far from guaranteed, with an acceptance rate of approximately 5%. However, the challenge doesn't stop there. The essays required for UChicago are anything but ordinary. While i t's clear that UChicago's unique essay prompts deviate from the norm, their underlying goal remains the same as any other university: to gain insight into your perspective, understand your goals, and determine if your values align with what UChicago seeks in its students. To guide you through each of the prompts, I have outlined the questions, how to go about tackling them, and more tips to help you write the UChicago supplemental essays 2023-2024 .

The UChicago Supplemental Essays 2023-2024

UChicago prides itself on its thought-provoking supplemental essay prompts. Use these as an opportunity to introduce yourself, what you’re passionate about, and your ambitions and goals. Although there is no set word limit for any of the prompts, InGenius Prep counselor Natalia Ostrowski, who worked as the Assistant Director of Admissions at UChicago, recommends that you limit the first essay (“Why UChicago”) to a page (double-spaced in 12-point font). The second essay—the more unusual one of the two—should be about two pages, double spaced, and in 12-point font. 

Natalia also adds, “Remember, this is not the time to write another personal statement or about your extracurricular activity, research, or summer experience. Regardless of the question you choose to address, this is a chance for you to show the reader how you think. They want to see how your brain works, how you explore and connect ideas and concepts.” 

Question 1 (Required)

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

Although there is no strict word limit on this “why UChicago” essay, don’t go overboard with what you like about the university. Admissions officers already know it’s a great school. When reading your response to this question, admissions officers are looking for whether you’ve done your homework on UChicago to determine how much you’d fit into the college. Below are a few questions that Natalia suggests you ask yourself to brainstorm for this essay:

• Why is the Core important to you? (And don’t just copy/paste what you wrote for Columbia and vice versa—they’ll know) 
• What specific majors are you interested in and why? 
• Has it always been your dream to work with [ insert professor here ] or study abroad in [ insert location here ]? Why? 
• Which activities are you excited to contribute to? Why do you want to be a Maroon (yes, UChicago has sports!)?

Emphasize the community aspect —how do you hope to find your people on campus? Is it the opportunity to participate in student organizations such as Humor Magazine or the intramural wiffleball team that call out to you? Or are you keen to explore Chicago’s Revival Community Improv Theater within walking distance of the college? You might want to continue your community involvement work from high school by participating in the Neighborhood Schools Program, The Civic Knowledge Project, or one of the college’s several organizations that help give back to the greater Chicago community. 

Since you have space, you can provide context on who you are, your passions, and the kind of values you hope to bring to UChicago. Whatever you choose to write about, make sure you prioritize what you’re looking for from your college experience and how UChicago is the ideal place to explore these interests or goals. Show admissions officers that you have done your research and can convincingly argue for your place at the school, clearly outlining the parts of campus you wish to commit to.

Question 2: Extended Essay (Required; Choose One)

Now we get to the more peculiar essays. But where do you even start? Natalia affirms that “Admissions officers want to see how your brain works. It doesn’t matter what you write about or which question you answer—your ideas and how you write about those ideas is what matters.” She also adds that from your essay, “Admissions officers will be able to have a glimpse of who you might be in the classroom, or when you’re deep in discussion in the dining halls or dorms, or walking through the snowy Harper Quad on your way to get some hot chocolate at Hallowed Grounds.”

The takeaway for admissions officers reading your UChicago supplemental essays should be to understand what makes you tick and how you are going to contribute to the community. This is the goal you should keep in mind throughout your writing process.

Essay Option 1

Exponents and square roots, pencils and erasers, beta decay and electron capture. name two things that undo each other and explain why both are necessary. – inspired by emmett cho, class of 2027.

There are two key words in this prompt: undo and necessary. When we undo something, we reverse or negate its effects, essentially returning it to its original state or erasing its impact. On the other hand, the term necessary refers to something that is essential, required, or crucial for a particular purpose or outcome.

In the context of this prompt, it is crucial to recognize that in each pairing of things that undo each other, something must first be created or established before it can be undone. This raises two essential questions that need to be addressed: 1. Why is it necessary for the first thing to exist at all? In other words, what purpose or function does the first thing serve that makes it indispensable? For example, consider the use of pencils. Pencils are essential tools for writing, drawing, and expressing ideas. The existence of pencils enables us to visually communicate, create art, or simply jot down our thoughts. Without pencils, the act of writing or drawing would be significantly hindered, limiting our ability to convey information and express ourselves effectively.

2. Why is it necessary to have the ability to undo this creation with the second thing? Once the first thing is created, there is a need for its potential reversal or correction. This is where the second thing comes into play. Taking the example of pencils and erasers, erasers are essential tools that allow us to correct mistakes or make adjustments to our writing or artwork. Mistakes are an inherent part of the creative process, and having the ability to undo or erase them gives us the freedom to refine our work, improve accuracy, and strive for perfection. Without erasers, the permanence of mistakes would hinder our progress and limit our creative freedom.

When selecting two "things" to discuss in response to this prompt, it is important to choose items that offer ample room for exploration and analysis. The chosen "things" should be able to be examined from multiple perspectives and angles, allowing for a comprehensive understanding of their significance and the necessity for their existence and subsequent undoing. 

Essay Option 2

“where have all the flowers gone” – pete seeger. pick a question from a song title or lyric and give it your best answer. – inspired by ryan murphy, ab’21.

Aside from potentially sharing your taste in music, this prompt invites you to pick a question that you really want to answer! There is no right or wrong song to pick (and no wrong or right answer to the question), but you should find a song that allows you to play with different ideas -- “play” being the key word here!

When selecting a question from a song title or lyric, consider the themes and messages conveyed in the song. Is there a question that stands out to you, one that raises intriguing possibilities or challenges conventional wisdom? Perhaps it's a question about identity, societal norms, or the human condition. Whatever question you choose, make sure it ignites your passion and allows you to think outside the box.

Then, approach the question from various angles, drawing on different disciplines to provide a well-rounded analysis. Consider the historical context, philosophical implications, psychological interpretations, or even scientific theories that relate to the question. By incorporating different perspectives, you can showcase your interdisciplinary thinking skills and demonstrate your ability to connect ideas from various fields.

Essay Option 3

“vlog,” “labradoodle,” and “fauxmage.” language is filled with portmanteaus. create a new portmanteau and explain why those two things are a “patch” (perfect match). – inspired by garrett chalfin, class of 2027.

This prompt is an opportunity for you to showcase your ability to think outside the box and make unique connections between two seemingly unrelated concepts. However, the true essence of this prompt lies in the explanation of why these two things are the "patch." This is where you can truly demonstrate your thoughtfulness and analytical skills.

Start by carefully considering the characteristics and qualities of the two things you have chosen. Think about how they complement each other or how they can be combined to create something new and meaningful. This is your chance to show admissions officers that you have a deep understanding of the concepts you have chosen and can articulate your thoughts in a clear and concise manner. Use imaginative language and creative metaphors to bring your ideas to life. Consider incorporating anecdotes, personal experiences, or examples from literature, history, or popular culture to make your essay more relatable and memorable.

To take your essay to the next level, consider including your thoughts on language and communication. Connect your portmanteau back to the broader themes of language and how it shapes our understanding of the world. Discuss the power of language to bridge gaps, convey emotions, or challenge conventional thinking. By demonstrating your awareness of the significance of language, you show UChicago that you are not only a creative thinker but also someone who appreciates the complexities of communication.

Essay Option 4

A jellyfish is not a fish. cat burglars don’t burgle cats. rhode island is not an island. write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. – inspired by sonia chang, class of 2025, and mirabella blair, class of 2027.

Choose your own adventure here, but be ready to defend it! This defense should be multifaceted, considering historical, philosophical, scientific, and other perspectives. For example, if you choose to write about the misnomer "peanut butter," you could argue that despite its misleading name, it has become an iconic and beloved food product that holds a special place in culinary history. You could delve into the origins of peanut butter, discussing how it has evolved over time and become a staple in many households. By considering various lenses, you can construct a persuasive argument for why this misnomer should be kept. On the other hand, if you choose to create your own misnomer, it's essential to explain your creation thoroughly. This means providing a clear definition and rationale for why this new term is more accurate or fitting than the existing one. Let's say you come up with the term "moonflower" to describe a nocturnal plant that blooms under the moonlight. In your essay, you would need to explain why "moonflower" is a more appropriate name than the current term used for such plants. You might discuss the visual imagery and the poetic connection between the plant and the moon, emphasizing how this new term captures the essence of the plant's behavior and adds a touch of mystique.

Whether you choose to defend an existing misnomer or create your own, it's crucial to present a well-reasoned argument. Consider the implications and consequences of your choice, and anticipate potential counterarguments. This prompt offers an opportunity to showcase your critical thinking skills and your ability to construct persuasive arguments.

Essay Option 5

Despite their origins in the gupta empire of india or ancient egypt, games like chess or bowling remain widely enjoyed today. what modern game do you believe will withstand the test of time, and why – inspired by adam heiba, class of 2027.

This is a great question to explore your sociological and anthropological interests! When considering the game that you believe will withstand the test of time, consider its significance to a particular group and its individuals. By analyzing the game's importance from a sociological perspective, you can uncover the underlying reasons why it holds such value and why it is likely to endure. Take, for example, the game of soccer. Soccer is a sport that is deeply woven into the fabric of many cultures around the world. It transcends language barriers and unites people from diverse backgrounds in a shared passion. The significance of soccer goes beyond the physical act of playing the game; it represents teamwork, perseverance, and the ability to overcome challenges. These values make soccer an important part of many communities, providing a sense of identity and belonging. Furthermore, soccer has a rich history that spans centuries. From its early origins in ancient civilizations to its modern-day global popularity, soccer has stood the test of time. It has evolved and adapted, but its core essence remains the same. The simplicity of the game, with its basic rules and minimal equipment requirements, allows it to be played anywhere, from professional stadiums to makeshift fields in remote villages. This accessibility and universality contribute to its enduring appeal.

Think about games that have proven their enduring appeal through their universal nature, rich histories, and the values they represent. What games provide a sense of belonging, intellectual stimulation, and cultural identity, making them likely candidates for continued enjoyment in the future? By addressing the concept of timelessness and exploring the sociological and anthropological aspects of the game, you can present a compelling argument for why it will endure.

Essay Option 6

There are unwritten rules that everyone follows or has heard at least once in their life. but of course, some rules should be broken or updated. what is an unwritten rule that you wish didn’t exist (our custom is to have five new prompts each year, but this year we decided to break with tradition. enjoy) – inspired by maryam abdella, class of 2026.

The specific rule you choose is not as crucial as your analysis of the rule itself. A possible start is exploring the ideas of "good," "bad," relevance, and more. Or you could c hoose a rule that resonates with you personally. Rather than opting for a generic cliché like "don't judge a book by its cover," strive for advice that is specific to your interests and goals. This unique advice will allow you to exemplify it with anecdotes from your own life, providing a deeper understanding of who you are as a student and why you would be a valuable addition to the University of Chicago.

You might also want to consider exploring the concept of "unwritten" rules in your response. Let's say you choose to tackle the unwritten rule of "always follow the traditional path to success." In your analysis, you could explore the idea that this rule may not be as relevant in today's rapidly changing world. You could discuss how traditional paths to success, such as attending a prestigious university or pursuing a conventional career, may no longer guarantee fulfillment or happiness. By providing examples from your own life, such as pursuing an unconventional passion or taking a gap year to explore different interests, you can illustrate the importance of breaking this rule and forging your own unique path.

Alternatively, you might choose to examine the unwritten rule of "never show vulnerability." In your analysis, you could delve into the idea that vulnerability is not a weakness but rather a strength that fosters connection and growth. You could share personal stories of how embracing vulnerability has allowed you to form deeper relationships, learn from your mistakes, and develop resilience. By challenging the notion that vulnerability is something to be avoided, you can demonstrate your willingness to confront uncomfortable truths and embrace personal growth.

Ultimately, the more specific and personal you are in your explanation, the better the admissions officers will understand who you are and why you would thrive as a future UChicago student.

Essay Option 7

And, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

If you don’t like any of the other options, take a look at 30 of the previous years’ questions that UChicago has provided to inspire you! The question “What can actually be divided by zero?” might appeal to you more than any of the new prompts for UChicago supplemental essays 2023-2024 -- a nd that is perfectly okay!

Note that UChicago is giving you an incredible amount of choice here by providing access to their past prompts. If you decide to go the alternative route and come up with your own question, it HAS to be good enough. It wouldn’t be the wisest decision to go with your own silly prompt with the plethora of options in your arsenal. Take the time to consider your topic and answer – but most importantly, Natalia adds, “don’t use an essay you used for school!”

While UChicago doesn’t prefer that you answer questions 1-5 rather than 6, carefully weigh your options before you decide to pick number 6. Is there nothing you might have to say for the first five essay questions? If that is indeed the case, and you’re willing to take the risk (and UChicago appreciates risk-takers) put your unique spin on a previous—or completely original—question!

Additional Tips for Writing the UChicago Supplemental Essays 2023-2024

Now that you’ve taken a look at the prompts for the UChicago supplemental essays , here are a few tips to help your brainstorming process: 

• Standout essays for standout prompts : The prompts for the UChicago supplemental essays 2023-2024 are without a doubt, highly unique. It’s okay to feel intimidated, and you might choose a prompt that asks for a more academic-leaning response if you’re not a creative writer. While it’s fine to find an option that’s tailored towards your assets, note that other applicants will be writing all sorts of weird and highly imaginative essays. So you need to come up with something memorable and original to stand out from the competition. 
• Don’t let the prompts discourage you from applying to the school : While the prompts set by the University of Chicago are definitely unusual and undoubtedly tricky, they are not impossible to answer. The school has set a standard for similarly quirky questions and hundreds of students still get in every year. So the minute you see these on the Common App, don’t be tempted to run away and remove UChicago from your school list. It’s a great school, and if you have a strong application to compete with other top students, don’t miss out on the chance just because the supplemental essays seem a little intimidating!

The UChicago supplemental essays 2023-2024 can add depth to your application and help admissions officers understand who you are and what you’re looking for from your college experience. Whichever prompt you choose, it is crucial to present a well-reasoned argument. By exploring various lenses and providing a thorough explanation, you can impress the admissions officers with your creativity and persuasive abilities. The task at hand might seem like a tough uphill battle, but it’s definitely not impossible. Good luck!

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How to Write the University of Chicago Essays 2020-2021

We’ve updated this post! Read the 2021-2022 UChicago essay guide .

UChicago is a rigorous, top-tier school located in beautiful Hyde Park, Chicago. It’s famed for its research emphasis, neo-gothic architecture, and school of economics. If you’re interested in delving deep into theory, bookishness, and the most hardcore of academic materials, UChicago may be your place. Forbes ranks its Booth Business College #1 in the nation, and US News and World Report ranks UChicago as a whole at #6. In 2020, its acceptance rate was 7.94%, so steel yourself for the essay writing. It’s gotta be your best. 

You can complete your UChicago application through the Coalition App, Common App, and UChicago portals. Their essay questions for this season are on their website , as well as listed below. The first question, which boils down to “Why UChicago?,” is required. The second question, a one-to-two page essay, is also required, but applicants can choose from a menagerie of wild and exotic prompts. 

Want to know your chances at UChicago? Calculate your chances for free right now.

Want to learn what University of Chicago will actually cost you based on your income? And how long your application to the school should take? Here’s what every student considering University of Chicago needs to know.

Before You Begin Writing

The University of Chicago’s prompts are famous – infamous! – for being quirky, creative, and sometimes downright weird. But don’t fret: this only means that you get to unleash your creativity and geek out about your deepest passions. You know that subject you avoid in casual conversation, because it turns you into a gushing ball of enthusiasm that could talk for hours ? UChicago wants to hear about it. Whether it’s the 70s rock scene in Zambia, Edmund Burke’s philosophy of the sublime, or your job at the antique mall, they have happily passed you the mic. 

It’s not a free-for-all, however. Keep this checklist of things in mind when writing your UChicago essays: 

Unconventional topics often require unconventional styles. 

UChicago essays should definitely be viewed as a piece of creative writing, rather than a dry analysis. Without being too informal, feel free to disrupt the familiar rhythms of essay prose. This can mean rich imagery and addressing the reader directly. Sentence fragments. CAPS, even. Throw in jargon from your field, and phrases from another language, as long as you explain them. To the extent that it’s authentic to your voice and your subject matter, you should try to be imaginative, engaging, and colorful. 

Communicate who you are as an academic.

Make sure you provide admissions with a portrait of how you will perform in an academic environment. You can’t just gush about a topic – you have to prove that you can engage with it at a high intellectual level. Explain research protocol, cite specific books you’ve read, mention your AP classes, or give examples of how you’ve collaborated with others to produce results. UChicago admissions don’t want a student who says “I love physics”; they want a student who says “I love physics so much that I stayed up until 4 am reading Cosmos by Carl Sagan, and I use meatballs to diagram the moons of Jupiter to my friends, and I took Calc III because I plan on studying mechanical engineering with a focus on aerospace materials.” Be detailed about your studies; be explicit in your interests. 

Marry yourself to your topic.

Dearly beloved, you can’t have a “unique” topic without “u.” Be sure to include the first person; you are the main character here, not whatever subject you’re writing about. UChicago is deciding to admit you – not your botany experiment, not your gymnastics record, not your novel – you. How do these objects illuminate facets of your personality? What can you bring to this topic that no one else can? 

And, as always, answer the prompt!

Print out the prompt. Circle key words. Hang it over your desk. Read it. Read it again. Mark out places in your essay where you will address each specific element of the question. Do everything to track down all the sneaky requirements hidden in the prompt forest, hit them between the ears, and mount them on the cabin wall that is your essay. 

All the UChicago Essay Prompts

Prompt 1 (required).

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago. 

Prompt 2: Extended Essay (Required; Choose one)

Choose one of the seven extended essay options and upload a one- or two-page response. please include the prompt at the top of the page..

Essay Option 1

Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics… it’s all up to you (or your woodchuck).

—inspired by blessing nnate, class of 2024.

Essay Option 2

What can actually be divided by zero?

—inspired by mai vu, class of 2024.

Essay Option 3

The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?

—inspired by peter wang, class of 2022.

Essay Option 4

Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer’s key of at least 300 words to help us best understand your creation.

—inspired by maximilian site, class of 2020.

Essay Option 5

“Do you feel lucky? Well, do ya, punk?” – Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.

—inspired by chris davey, ab’13.

Essay Option 6

Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.

—inspired by steve berkowitz, ab’19, and neeharika venuturupalli, class of 2024.

Essay Option 7

In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

The pressure’s on to be unique here, since EVERY SINGLE APPLICANT to UChicago will be answering this required question. Here’s what you need to do:

Provide a tangible connection to UChicago. 

This is composed of specific elements of the university that appeal to you, and UChicago’s website is a great place to delve into these. Be sure to be “particular,” as they stipulate, and give them the “specificity” they’re asking for. Examples include research opportunities at Argonne Labs, the marketing classes in the Business School, or an internship offered through the Creative Writing program. 

Don’t write about UChicago’s general attributes, like fame, prestige, or “intellectual rigor.” And please don’t try to be clever and refute the old canard that UChicago is the place “Where Fun Goes to Die.” Applications readers have seen this hundreds, if not thousands of times. And besides, why talk about a tired UChicago stereotype when you can talk about something actually cool? 

Describe your intangible connection as well. 

How is UChicago a place that aligns with your values, dreams, and goals? How do you vibe with it? For example, if I wanted to write about the Creative Writing internship, I would state explicitly how it draws me in: 

“I want to attend a college that values the innovative nature of indie comics publishing as much as I do. So, I’m impressed by UChicago’s commitment to providing internships in comics writing through Bult Publishing and The Artifice magazine. One of my goals as a writer is to gain firsthand experience in comics publishing, specifically small houses, and the Creative Writing program at UChicago hits the mark, resoundingly.”

Engage with faculty and students, if possible. 

This is a perfect place to talk about specific interactions, like sitting in on an inspiring seminar during a campus visit, hearing a professor speak, or seeing how UChicago has prepared a friend for his career. 

However, always be sure to tie these experiences into your own goals and interests! For example, don’t just name-drop a certain Professor Smith. Instead, take the opportunity to find a personal connection to Smith’s research and how great UChicago is for supporting people like her. Your format should be

        Program/Individual/Major 🡪 UChicago’s Values 🡪 My values

If you want to learn more about a specific professor or their subject, don’t be afraid to politely email them or contact their department. Many love to talk about their work and their interests, or would love to put you in touch with current students. This will better inform you about the school and give you a great edge for this prompt. And, more importantly, you’ll probably get great advice for your higher education journey. Note: the earlier you prepare for this, the better!

It’s worth noting that there is no recommended essay length, but sticking to around 500 words should do the trick. It’s long enough to share the reasons you’ll thrive at UChicago, but not too long that the admissions officers will start to get bored.

Prompt 2: Extended Essay (Required, Choose one)

Option 1: tongue twister.

Like we said, this is bizarre. And it seems like a lot when you read it all at once. So be sure to break it down into some key components.

“Pick a tongue twister.” It’s useful, but not essential, to consider tongue twisters that have elements of your biography in them. For example, you might not know any woodchucks, but caring for a beaver as it built a dam at a local forest preserve definitely counts for something. Also note that “translated from another language” offers an interesting opportunity – it’s a good place to discuss your knowledge of a second language or unique cultural experience. 

However, note that while personal relevance is an interesting element, what’s ultimately important is the method and analysis below. A tongue-twister you’ve never used, but that allows you to show off your skills, is always better than a tongue-twister you grew up with, but has nothing to do with your studies. 

“ Consider a resolution to its conundrum.” Identify some sort of conundrum within the tongue twister. This can be a world-building issue – like the “To whom does Sally sell the seashells?” above. It can also be a lurking instability or menace within the rhyme. Or it can be an examination of a historic element that’s worked its way into the tongue twister. 

“…Using the method of your choice.” For this, you should pick the subject you know best and want to pursue in college . This is absolutely essential. For example, I could use my knowledge of French history to talk about the French tongue-twister “Les chaussettes de l’archiduchesse,” a rhyme about the dryness of an archduchess’ socks. By imagining it as a conversation between two maids in the ancien regime , I can show off my impressive knowledge of French court life and how working women were able to sharpen their wits even without an upper-class education. So a good strategy might be to pick your expertise – science, child psychology, business, linguistics – then pick a tongue-twister that you can really bust open. 

Find a greater meaning. Tongue-twisters are often trivial, and an essay about them risks falling into triviality as well. You can avoid this hidden trap by finding a “so what?” to your analysis. What lesson can we learn from your approach? Why has this tongue-twister been repeated for decades, or centuries? Have you discovered something unsettling, even disturbing, about a rhyme recited by children? You can include this greater meaning at the beginning, conclusion, or throughout.

Option 2: Dividing by Zero

Weird, weird, weird. This prompt is cryptic in its brevity, which offers a huge challenge to you as a writer. UChicago is giving you all the space for creativity. But here’s the trade-off: in return for this freedom, they want to see you discipline yourself, organize your thoughts, and pull this essay off like a choreographed dance. Get your exploratory brainstorming out of the way early-on, and stay focused. Be your reader’s tour guide; don’t get lost yourself. 

The obvious option: mathematics. If high-concept math is your thing, and you can explain it compellingly, feel free to discuss the actual question of dividing by zero. It’s a great place to talk about mathematical theories you’ve read, mathematicians you admire, or debates you’ve had in class. But be concrete. Your readers are probably not mathematics experts, so take a page from Carl Sagan: use figurative language, real-world objects, and simple language to illustrate your intimate understanding of the concepts. 

Treat it like a metaphor. Deconstruct the prompt and ask yourself, “What do we mean by division? And what do we mean by zero?” Can you think of situations in history, literature, drama, or psychology in which divisions between people are caused by zeroes – insignificant, or unknown, factors? For example, an actor might talk about the play Othello, in which the villainous Iago skillfully divides the characters by creating illusive, nonexistent problems. 

Consider different viewpoints and angles. In our everyday language, we take it for granted that division by 0 is impossible. But if you’re interested in philosophy, religion, or anthropology, this might be a great prompt to discuss what you know about “nothing/zero” and how different people have understood it. Is there a cultural and religious explanation for why medieval Indian mathematicians asserted that division by zero was possible? How did the ancient Mayans conceive of zero? And wait a second – if Christians believe everything in the universe is infinitely small compared to God, to the point of approaching zero, how was Satan able to create a divisive war throughout Creation? 

Suddenly, the question isn’t quite so simple, is it? This is a great prompt with which to discuss how our debates are enriched by listening to alternative perspectives and reconsidering the seemingly “obvious.” Show off your powers of critical thinking, and demonstrate that you can bring out the intellectual big guns. 

Remember: don’t lose focus on yourself and your personality. This is a daunting, abstract, almost cosmic question. No matter which approach you take, make sure to communicate your interest in the subject, your willingness to do research, and your unique voice. Remind your reader: “This is a cool person we don’t want to miss out on.” 

Option 3: Quadrivium and Trivium

Brainstorm a list, and give yourself time to think. Sleep on this prompt, because some topics might occur to you as you’re out living your life. This Trivium thing seems a bit boilerplate when you sit down to write about it like your typical essay. Math? Check. Reading? Check. But there may soon come a day when you think, Screw it. Everyone on earth should know how to weld a light-up Santa to the hood of their car. And guess which essay is going to grab UChicago’s attention?  

Education/anthropology students, this is your time! A society’s values are often reflected in its educational priorities. This is a great prompt for you to identify issues with modern education and offer solutions. Have you read any studies about programs that benefit low-performing students? Have you volunteered with any programs that taught life-changing skills to people? Discuss them here.  

Lean into the appeal of the numeric/list format. UChicago has historically liked prompts that focus on lists or number groups. So if this attracts you, go for it. You can defend a group of values that’s different from the Trivium/Quadrivium – such as the five virtues of Confucianism, or a Quintivium or Sextivium of your own invention. Be creative – combine the stoic principles of Marcus Aurelius with the New Rules of Dua Lipa. Just make sure you balance out personal whimsy with intellect, knowledge, and prowess. (I.e. give more space to Marcus Aurelius and Roman virtues than “New Rules.”) 

Consider an unconventional narrative style that weaves together a Trivium in practice. In the movie Slumdog Millionaire, we learn about the protagonist, Jamal, through flashbacks. As he’s asked random questions on a quiz show, we get to see the childhood experiences that enabled him to answer them. Can you think of a challenge that allowed you to synthesize three or four key skills? Start at that climactic challenge, and flash back to the preparation that you’ve done. Example: it’s your senior musical, and you’re on the verge of a panic attack onstage. But you use tips from psychology class, a lifetime of singing lessons, and the perseverance you learned from your family to pull through. This allows you to 1) show off your own biography, 2) show yourself overcoming a challenge, and 3) demonstrate you’re multi-dimensional.

Your GPA and SAT don’t tell the full admissions story

Our chancing engine factors in extracurricular activities, demographics, and other holistic details. We’ll let you know what your chances are at your dream schools — and how to improve your chances!

Our chancing engine factors in extracurricular activities, demographic, and other holistic details.

Our chancing engine factors in extracurricular activities, demographic, and other holistic details. We’ll let you know what your chances are at your dream schools — and how to improve your chances!

Option 4: Diagram, Map, Chart

This is another prompt that you need to break down into its key elements, because it’s a behemoth. Its visual component means that it can make a huge impression if done right, but it also demands a huge amount of work, so you want to make sure you’re expending your time in the right way. Needless to say, if you have artistic, drafting, or programming abilities, this would be a great place to showcase your skills. 

“Each of these schematics tells the relationship and stories of their component parts .” The key words here are “relationships” and “stories.” This means that your audience won’t just be looking for correlation, causation, directions, and lines of descent – they’re looking for a narrative and personal element. If you’re dealing with data, make sure to personalize it, either through pictures or through your written description. 

“Reimagine .” You have to fundamentally transform your diagram or data set in some way. Make us see something that wasn’t there before. There are plenty of real-world examples to draw inspiration from: for example, geophysicists in Mexico have used the present-day locations of caves and cenotes to analyze the impact of the Chicxulub object, the asteroid that most likely caused the dinosaurs’ extinction. Malcolm Gladwell is a great example of a writer who takes sets of data and interprets them in new ways, revealing unseen forces at work. What’s your data? And what’s the asteroid or secret history hidden behind it?

“Your creation .” This has to be your brainchild. While you can draw inspiration from existing discoveries or use existing stats, you should try your best to come up with your own final product. 

Combine unexpected fields ; think big, and think broad! There’s a lot of interesting new ideas to discover if you blend two fields that don’t typically go together. If you’re interested in both programming and literature, you could use statistical methods to compare authors’ word use and diagram it accordingly. Does Milton use the word “green” more than Shakespeare? WHY? 

Tie it back to your research values . Remember that UChicago asked this prompt because they want to get a pulse on your research philosophy. It’s worth including an explanation not only of your research, but your mindset in general, and the values you believe lead to productive research. Show yourself as someone who would thrive in an exploratory, research setting.

Option 5: Misattributed Quote

So this one seems pretty simple: they’re asking you to come up with a two-ingredient recipe. The hard part? Picking two ingredients that go together stunningly. 

Be wary of formulae. The example UChicago gives would be great for an aspiring historian interested in discussing Eleanor Roosevelt. But don’t think that you have to misattribute a quote to a historical figure only. Food for thought:

• Write about a person you know. For example, a member of your family who had a positive impact on your life. Could a fundamental lesson they taught you be paraphrased by a quote from Charles Dickens or N.K. Jemisin? 
• Discuss a real-life misattribution. There are plenty of famous ones: Marie Antoinette didn’t really say “Let them eat cake,” but the misattribution can tell us a lot about the French gossip magazines of the time. It’s also a fraught moral question: was the libel against Marie Antoinette worth it, because it led to the downfall of the French monarchy? Do the ends justify the means here? What’s the philosophy of misattribution? The psychology? The social implications?
• Combine media. Plenty of songwriters quote other songs, intentionally or (as was ruled in a famous copyright case ) “subconsciously.” Is there an example that reveals a lot about an artist or media culture that interests you? 
• Misattribute a quote to a non-person . What if your dog, your houseplant, or your favorite skeleton at a museum could talk? This is a great chance to talk about animal psychology, how plants communicate, or an exhibit that inspired an academic interest. 
• The list goes on! 

The key word is “implications.” The misattribution has to reveal something about the quote or the entity to which it’s misattributed. A person writing about Eleanor Roosevelt using the Dirty Harry quote might discuss, for instance, how “Do you feel lucky, punk?” could summarize Roosevelt’s tenacity when lobbying her husband to enact anti-lynching legislation.

You can also discuss “implications” in broader terms: for example, should education use punchy (incorrect) quotes to better help kids memorize historical figures? Should fictionalizations like Hamilton stray too far from the historical texts? Do embellishments and hot new phrases mislead the public perception of historical figures? 

As always, be sure to bring it back to who you are as a student and thinker. What are your priorities, and what concerns you about your quote/source duo? Involve yourself and your audience in the “implications” section of your essay. 

Option 6: Creative Solutions

Although this prompt includes examples of technological inventions, what’s really important here is the last sentence. If you put aside the first few sentences, the prompt becomes incredibly vast, and you can use it to write about almost any field you’re interested in. 

Did you notice the subtle weirdness? “Describe a… solution, and then find the problem.” Isn’t that… backwards? You can interpret this as a license to get weird with your style and organization. For example, you could take your reader backwards in time, from the final invention to the inciting incident, or even a childhood memory of your inventor. You could alternate between the past in present. You can also find a solution that fixes an unexpected problem: for example, drugs developed for a certain malady sometimes improve conditions for the sufferers of different diseases.

Do some digging; find the quirks and paradoxes. Often, some mundane items we find commonplace have interesting, controversial, or even bloody histories behind them. And sometimes problems have paradoxical solutions – like how patients with phobias are instructed to expose themselves increasingly to their phobias. One strategy for creating a compelling essay is to amplify these striking contradictions or lurid histories. 

The invention need not be physical. While we love our can openers and phones, there are a lot of inventions that aren’t things – they’re methods, systems, words, theories, names, university departments, religious doctrines, governments, languages, or ways of thinking. You can apply this “problem/solution” dynamic to almost any subject, but what’s important is that it’s thought-provoking, unique, and authentic to you. And you absolutely must demonstrate a thorough understanding of the invention’s development. 

The invention need not be positive. UChicago describes beneficial inventions, but you can also talk about inventions and protocols that ended up inflicting evil on the world. For example, you could talk about a policy, law, cultural norm, etc. that “solves” a problem that really doesn’t need solving, or “solves” the problems of some very bad people. If you want to be really deep, you could discuss invented problems that are – paradoxically – solutions of some kind, that serve dark ends or that reinforce harmful ideas. However, be sure to end your essay with a gesture towards solutions, progress, and identifying bad systems of thought so that the world can be improved.  

Cite sources! This is a research-based question, so make sure you credit the books, podcasts, movies, and articles you use. Demonstrate your aptitude as a scholar, and show your ability to synthesize a variety of sources. Don’t go overboard, and don’t let the citations drown out your own voice, but this is UChicago. Bring a bibliography to the gunfight. 

Ending the essay. If your solution can solve a single problem, that’s fine. But a great way to end the essay, and show that you can think about broad applications as well as specific circumstances, is to gesture towards other potential problems your invention solves/is still solving. Is there a certain attribute that allows it to be applied towards multiple situations? It’s also worthwhile to talk about the mindsets, values, and societal environments that allow us humans to create worthwhile solutions to our problems. If you’re moved, changed, or inspired by the invention you’re researching, discuss this. If there’s a certain philosophy or perspective instrumental in the creation of the invention, and it would benefit our world from being used more widely, discuss this too.

Option 7: Grab Bag

Again, this prompt is, on the surface, granting you a lot of leeway. UChicago even ends it with an exclamation point! But you should always remember: they expect a disciplined, thorough, rigorous essay. Don’t let your sense of fun and frolic drown out your serious intellectual ideas.

Pick a prompt that inspires you to write, and connects with your academic interests. If a prompt jumps out at you, and you’re immediately filled with ideas, it’s probably a good fit. Just take it slowly, jot your thoughts down, and get to work. 

Involve your personal connection to that prompt . If you’re not answering any of the 6 prompts UChicago has issued this year, the onus is on you to prove that you and the archival prompt you’ve picked are a match made in heaven. This means having a lot of knowledge and personal investment in your subject matter, and an angle/perspective totally unique to you. 

If making your own question , remember this: YOUR QUESTION IS YOUR HOOK. So make sure it’s not a question that could be found on a standard-issue application, like “When did I overcome a challenge?” or “What’s a place that feels like home?” These prompts are everywhere. They won’t get the job done, and they won’t make an unforgettable first impression. But “Why did I lock myself in the basement and watch The Bee Movie for eighteen hours?” That’s a different story. 

If you look at past UChicago prompts, they tend to be fond of certain things: numbered lists, fairy tales, common phrases, and items of pop culture that can be re-contextualized. They also like hearing your answers to famous questions, and you might have a unique answer to “Et tu, Brute?” or “Do you like pina coladas and getting caught in the rain?” Just remember that the novelty of the question, while the hook of your essay, is not its substance. If your biography and scholarly interests don’t involve pina coladas, or rain, you might just have to pick a different question to answer – as wonderful as that eternal question is. 

You have to do a lot of thinking for the UChicago essay – but don’t overthink it. There’s a reason why they give you a page limit, and not a word limit: they don’t want you to stress about cutting ten words, and they don’t want you to have to cut yourself off. Fully develop your ideas in a way that seems natural. If a paragraph needs to be a little thicker, or if you need to include a longer quote from your favorite author, don’t sweat it. 

You can look up lots of examples of essays online, but try not to get intimidated. It’s the nature of the UChicago essays to encourage everyone to showcase their expertise, so you’ll read a lot of essays and think, “Wow. I’ve never spent a month in Arizona digging up fossils. How can I ever compete?” Instead, try to think of the essays less as a Competition than as a Giant Celebration of everyone’s achievements and interests. It’s cliché but it’s true: everyone has something compelling about them, and the UChicago applications readers wouldn’t be giving out prompts like these if they didn’t believe it. 

If you’ve written your UChicago essay and are looking for feedback, we encourage you to create a free CollegeVine account and explore our resources. You’ll have access to free peer review services, through which students can peer review each others’ essays. We also offer free essay guides and other resources. We’re here to help you put your best foot forward, feel prepared, and deal with less stress this applications season.  Feel lucky, punk! 

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Uchicago Supplemental Essays: Word Limits And Requirements

Crafting a standout supplemental essay is key for applicants hoping to get into the University of Chicago, known for its quirky essay prompts. If you’re pressed for time, here’s the quick answer: UChicago’s supplemental essays have varied word limits, typically 100, 200 or 250 words.

In this comprehensive guide, we’ll provide an overview of UChicago’s supplemental essay prompts, detailing the word limit for each one. We’ll also offer tips on successfully answering the questions within the constraints. With strong essays that showcase your personality, you’ll be on your way to joining UChicago’s vibrant student community.

UChicago’s Supplemental Essay Prompts

When applying to the University of Chicago, students are required to submit supplemental essays in addition to the general application. These essays are an opportunity for applicants to showcase their creativity, critical thinking skills, and passion for learning.

The essay prompts provided by UChicago are known for being unique and thought-provoking, challenging students to think outside the box. Let’s take a closer look at the essay requirements and analyze the prompts.

Overview of Essay Requirements

UChicago requires applicants to submit two supplemental essays. The first essay has a word limit of 250-500 words, while the second essay is limited to 2-3 pages. These essays are a chance for students to demonstrate their writing skills and ability to craft a compelling narrative.

It’s important for applicants to carefully read and understand the essay prompts before starting their writing process.

UChicago values creativity and originality, so it’s recommended that students think outside the box and approach the prompts in a unique way. The university wants to see applicants who are willing to take risks and think critically about complex issues.

It’s also important to showcase a genuine interest in the subject matter and provide personal insights and experiences.

Analyzing the Essay Prompts

UChicago’s essay prompts are designed to encourage students to think deeply and critically. Here are a few examples of past essay prompts:

“How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.”

“What does Play-Doh have to do with Plato? Consider the quote attributed to the ancient Greek philosopher: ‘You can discover more about a person in an hour of play than in a year of conversation.'”

“In a famous quote by José Ortega y Gasset, the Spanish philosopher proclaims, ‘Yo soy yo y mi circunstancia’ (I am myself and my circumstance). Describe a specific circumstance in which you found yourself, and explain how it has shaped you as a person.”

These prompts require students to think creatively, make connections between different concepts, and reflect on their own experiences. The goal is not to provide a “correct” answer, but rather to showcase the applicant’s ability to think critically and express themselves effectively.

It’s important for applicants to take their time when brainstorming and writing these essays. They should consider their own passions, interests, and experiences, and find a way to connect them to the prompt in a meaningful way.

It can be helpful to seek feedback from teachers, mentors, or peers to ensure that the essays effectively convey the desired message.

Navigating UChicago’s Word Limits

When it comes to UChicago’s supplemental essays, word limits can be both a blessing and a curse. On one hand, they can challenge applicants to be concise and get straight to the point. On the other hand, they can leave applicants feeling restricted and struggling to convey their ideas effectively.

However, with the right approach, you can navigate these word limits and create compelling essays that showcase your unique qualities and interests.

Tips for Short Essays

Short essays, typically around 250 words, require you to be strategic with your words. Here are some tips to help you make the most of this limited space:

• Focus on one idea: Instead of trying to cover multiple topics, choose one specific aspect of your life, experience, or interest to explore in depth. This will allow you to provide more detail and showcase your passion.
• Be concise: Eliminate any unnecessary words or phrases to ensure that every sentence contributes to the overall message of your essay. Avoid repetition and get straight to the point.
• Show, don’t tell: Instead of simply stating facts or opinions, use vivid language and specific examples to bring your experiences to life. This will help create a more engaging and memorable essay.
• Edit and revise: Once you have written your essay, go back and review it carefully. Look for areas where you can tighten your writing and make every word count.

Building an Impactful Narrative

For longer essays, around 500 words, you have more room to develop a narrative and explore your ideas in greater detail. Here are some strategies to create an impactful essay:

• Start with a hook: Grab the reader’s attention from the beginning by opening your essay with a compelling anecdote, a thought-provoking question, or a surprising statement.
• Organize your ideas: Create a clear structure for your essay, with each paragraph focusing on a specific theme or aspect of your topic. This will help guide the reader through your essay and make it easier to follow.
• Support your points: Back up your ideas with evidence, examples, or personal anecdotes. This will add credibility to your essay and make your arguments more persuasive.
• Show reflection: Demonstrate how your experiences or interests have shaped your perspective and influenced your growth. Reflect on what you have learned and how it has impacted you.

Remember, while word limits may seem restrictive, they are designed to encourage concise and focused writing. Use them as an opportunity to showcase your creativity, critical thinking skills, and ability to express yourself effectively. Happy writing!

Key Strategies and Sample Responses

Brainstorming with creativity.

When it comes to brainstorming for your UChicago supplemental essays, thinking outside the box is highly encouraged. The University of Chicago is known for its quirky and unconventional essay prompts, so embrace your creative side and let your imagination run wild.

Consider brainstorming sessions with friends or family members to bounce ideas off each other. You never know what unique perspective or idea might emerge from these discussions. Additionally, don’t be afraid to draw inspiration from everyday experiences, books, movies, or even current events.

The key is to approach the prompt from a different angle and showcase your ability to think critically and creatively.

Showcasing Your Personality

One of the main objectives of the UChicago supplemental essays is to give admissions officers a glimpse into your personality. Use this opportunity to showcase who you are as an individual and what makes you unique. Be authentic and let your true self shine through your writing.

Whether you have a quirky sense of humor, a passion for social justice, or a love for solving complex puzzles, make sure to incorporate these aspects of your personality into your essays. Admissions officers want to see the real you, so don’t be afraid to be bold and showcase your passions, interests, and values.

Example Essay Excerpts

Here are a few example essay excerpts to give you an idea of how to approach the UChicago supplemental essays:

In response to this prompt, you could discuss the unique properties of odd numbers and how they differ from even numbers. You can also explore the symbolism of odd numbers and how they can be seen as representative of individuality and nonconformity.

For example, odd numbers stand out from the crowd, just like individuals who dare to be different.

This prompt offers the opportunity to share a personal anecdote or story about a time when you felt like you didn’t belong. Reflect on how this experience shaped you and what you learned from it. Perhaps it was a time when you were the only person with a certain viewpoint in a group discussion or when you found yourself in an unfamiliar environment.

Use this essay to highlight your resilience, adaptability, and ability to find your place in the world.

This prompt invites you to share a story about a time when you either got caught or managed to escape getting caught. You can approach this prompt from a humorous angle, recounting a funny or embarrassing situation, or you can delve into a more serious topic and discuss a time when you faced consequences for your actions.

Whichever direction you choose, make sure to reflect on the lessons you learned from the experience and how it shaped your character.

Remember, the UChicago supplemental essays are an opportunity for you to showcase your creativity, personality, and critical thinking skills. Have fun with the prompts, think outside the box, and let your true self shine through your writing!

Proofreading Within Limits

When it comes to writing UChicago supplemental essays, it’s important to keep in mind the word limits and requirements set by the university. This means that you need to carefully proofread your essays to ensure that you stay within the specified limits while still delivering a powerful and impactful response.

Here are some strategies to help you proofread effectively within these limits:

Streamlining Your Work

One effective way to proofread within the word limits is to streamline your work. This means going through your essay and identifying any unnecessary or repetitive information that can be removed without compromising the overall message.

Look for paragraphs or sentences that can be condensed or rephrased to convey the same idea in a more concise manner. By doing so, you can free up valuable word count to focus on the most important points of your essay.

Another strategy is to eliminate any vague or overly wordy language. Instead, opt for clear and precise wording that gets straight to the point. Remember, the admissions committee wants to see your ability to effectively communicate your ideas, so it’s important to make every word count.

Checking Accuracy

Proofreading isn’t just about reducing word count; it’s also about ensuring the accuracy of your essay. Take the time to carefully review your work for any spelling or grammar errors. Use the spell-check function in your word processor, but also read through your essay manually to catch any mistakes that may have slipped through the automated check.

Additionally, double-check any facts or statistics you have included in your essay. Make sure they are accurate and supported by reliable sources. If you have referenced any websites or studies, provide the URLs as a way to demonstrate the credibility of your information.

For example, you can mention that according to a study conducted by Example.com , 85% of students reported feeling more confident after participating in a public speaking course.

By proofreading your UChicago supplemental essays within the specified limits, you can ensure that your work is polished, concise, and accurate. This will not only impress the admissions committee but also showcase your ability to effectively communicate your ideas within constraints.

So, take the time to carefully review and revise your essays to make them the best they can be.

Submitting Standout Essays

When it comes to submitting your UChicago supplemental essays, standing out from the crowd is key. The admissions officers read through countless essays, so it’s important to make yours memorable and unique. Here are some tips to ensure your essays are standout:

Ensuring Prompts are Followed

One of the most important aspects of submitting standout essays is following the prompts given by UChicago. The admissions committee wants to see how well you can respond to specific questions or prompts, so it’s crucial to understand what they are asking for.

Take the time to carefully read and analyze each prompt, and make sure your essay directly addresses the prompt. This will show the admissions officers that you can think critically and respond effectively.

Additionally, don’t be afraid to inject your own personality and creativity into your essay. UChicago is known for its quirky and unique essay prompts, so take advantage of the opportunity to showcase your individuality.

Use your essay as a platform to express yourself and let your personality shine through.

Meeting All Requirements

Along with ensuring that you follow the prompts, it’s important to meet all the requirements set by UChicago. This includes word limits, formatting guidelines, and any additional requirements mentioned in the application instructions.

Admissions officers appreciate applicants who pay attention to detail and can follow instructions.

Keep in mind that word limits are there for a reason – to gauge your ability to communicate concisely and effectively. It’s important to stay within the specified word limit and avoid going overboard. Admissions officers have many essays to read, so they appreciate essays that get straight to the point without unnecessary fluff.

If you are struggling to meet the word limit, focus on making every word count. Cut out any repetitive or irrelevant information and make sure each sentence contributes to the overall message of your essay. This will help you create a more concise and impactful essay.

Meeting all the requirements also means submitting your essays on time. Don’t wait until the last minute to start working on your essays, as this can lead to rushed and poorly crafted submissions. Give yourself plenty of time to brainstorm, write, and revise your essays to ensure they are the best representation of your abilities.

Remember, submitting standout essays requires careful attention to the prompts and meeting all the requirements. By taking the time to understand what the admissions committee is looking for and presenting your ideas in a clear and concise manner, you can increase your chances of standing out among the competition.

While UChicago is known for its quirky essay prompts, it’s important to follow the provided word limits to showcase your best self. This guide has outlined the supplemental essay requirements, from analyzing the prompts to proofreading strategically. Keep these tips in mind as you craft your essays – a few short yet compelling responses could pave the way for your admission to UChicago’s one-of-a-kind community.

Hi there, I'm Jessica, the solo traveler behind the travel blog Eye & Pen. I launched my site in 2020 to share over a decade of adventurous stories and vivid photography from my expeditions across 30+ countries. When I'm not wandering, you can find me freelance writing from my home base in Denver, hiking Colorado's peaks with my rescue pup Belle, or enjoying local craft beers with friends.

I specialize in budget tips, unique lodging spotlights, road trip routes, travel hacking guides, and female solo travel for publications like Travel+Leisure and Matador Network. Through my photography and writing, I hope to immerse readers in new cultures and compelling destinations not found in most guidebooks. I'd love for you to join me on my lifelong journey of visual storytelling!

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How to Write the UChicago Supplemental Essays 2023-2024

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The University of Chicago supplemental essays are designed to test your creativity, reveal your curiosities, and highlight your unique spark. Known as the quirkiest prompts on the college essay circuit, the UChicago essays strike fear into the hearts of many aspiring Chicagoans. But in reality, the UChicago supplemental essays are one of the few places in a college essay where your personality can truly shine.

There are two UChicago supplemental essays . For the first essay, you’ll select from a series of prompts created by current students or create your own. For the second essay, you’ll explain why you want to attend UChicago and feel that it’s the right school for you. This blog post will guide you through answering each prompt so that you can approach your UChicago essays with confidence.

UChicago’s 2023-2024 Prompts

Extended essay questions.

•  Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary. —Inspired by Emmett Cho, Class of 2027
• “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer. —Inspired by Ryan Murphy, AB’21
• “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match). —Inspired by Garrett Chalfin, Class of 2027
• A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. —Inspired by Sonia Chang, Class of 2025, and Mirabella Blair, Class of 2027
• Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why? —Inspired by Adam Heiba, Class of 2027
• There are unwritten rules that everyone follows or has heard at least once in their life. But of course, some rules should be broken or updated. What is an unwritten rule that you wish didn’t exist? (Our custom is to have five new prompts each year, but this year we decided to break with tradition. Enjoy!)  —Inspired by Maryam Abdella, Class of 2026
• And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

“Why UChicago?” Essay

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

We need to address the elephant in the room. These essays do not have a word limit. Instead, you need to upload a document with a 1-2 page answer. This raises a lot of questions for students. Is the page double- or single-spaced? Or 1.5-spaced? Times New Roman font or Comic Sans? How big should the margins be?

Relax. Unless formatting is essential to your essay in some way, just keep your margins, spacing, and font standard. Double-spaced is generally advised. Again, unless your formatting is part of the essay itself, you’ll want to make it so ordinary that it isn’t noticed.

Option 1: Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary. —Inspired by Emmett Cho, Class of 2027

Like many of these prompts, Option 1 begins with some examples and then explains what kind of examples they are. Then, the prompt suggests that you come up with your own examples and explain them to the reader. But what does the prompt actually mean?

Let’s start with the simplest example. Pencils write, erasers erase writing. But then a pencil can just write again, effectively “erasing” the power of the eraser. In this way, pencils and erasers undo each other and both are necessary. Similarly, if you square a number by giving it an exponent of two, you can undo that process by giving it a square root. Lastly, during the process of beta decay, neutrons turn into protons, while electron capture causes protons to become neutrons, undoing the effects of beta decay.

Once you’ve come up with your own example of two things which undo each other, see what you can do to bring your personality, background, and unique areas of knowledge into your short essay response. It’s totally possible to discuss topics like beta decay and exponents with a clinical, distanced tone, but you can bring in anecdotes from your life, puns or jokes, topics you’ve researched, or career paths you aspire toward.

Option 2: “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer. —Inspired by Ryan Murphy, AB’21

If you’re inclined toward music or writing, then this might be the prompt for you. Alternatively, if your application looks very STEM-focused or doesn’t provide an indication of your media consumption—what kinds of books you read or movies you watch—then this prompt might give you a chance to add nuance to your application by showing a different side of yourself.

There are many angles you can take this question. Once you’ve settled upon your favorite question from a song title or lyric, you can answer it by discussing politics, ethics, rhetoric, or even physics or sociology. Song lyrics tend to ask ambiguous, open-ended questions, which allows you to show your unique personality and worldview in your answer.  

Still stuck? Here are a few examples of how to approach this question (please come up with your own unique, authentic responses):

• Olivia Rodrigo’s song “vampire” asks, “ How’s the castle built off people you pretend to care about? ” You could respond with your views on the role of major corporations in contemporary society.
• 2Pac’s song “Changes” asks, “ Is life worth livin’? ” You could respond with a discussion of your growth into a self-confident person who sees their future clearly.
• Taylor Swift’s song “Lover” asks, “ Have I known you twenty seconds or twenty years? ” You could respond by discussing a person who has had a major impact on your life.

Option 3: “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match). —Inspired by Garrett Chalfin, Class of 2027

This prompt will be great for you if you enjoy playing with language and considering the flexibility of linguistic expression—or if you have a humorous portmanteau you’ve come up with! Still, you’ll want your imagined portmanteau to have some dimension and allow you to give the reader a sense of your personality.

If you love this prompt but are having trouble thinking of portmanteaus, try playing a game of word association with yourself. Look up a random word generator and in response to the word, write down whatever you first think of. See if those words fit together or give you inspiration!

Note that your essay should not be repetitive and explain the same portmanteau over and over, or provide dozens of reasons in favor of your portmanteau without any consideration of the reasons against. For instance, “patch” is a fun portmanteau of “perfect” and “match,” but “patch” is already a word, which provides the potential for confusion. Make sure you can give a thoughtful and well-rounded argument for your portmanteau, even if it is tongue-in-cheek. Consider the ways in which your imagined portmanteau might be useful in your daily life, how it might be uniquely useful to you, and how it might be useful (or useless) to others. 

Option 4: A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. —Inspired by Sonia Chang, Class of 2025, and Mirabella Blair, Class of 2027

Like Option 3, Option 4 is a great prompt for you if you’re a wordsmith or pun-master or poet—or an aspiring one! This prompt gives you the opportunity to pick an interesting word or phrase and explore its metaphorical, figurative, and humorous implications if taken literally. If you’re someone who often takes things literally, you might be especially interested in this prompt.

Once you’ve come up with your misnomer, you’ll have to decide whether you want to defend its name or suggest a change. If you defend its name, be sure to develop a well-rounded argument, even if satirical; address opposing viewpoints, explain yourself from a few different angles, and make sure your essay culminates in an insightful, interesting, and/or entertaining point. If you come up with your own name, you’ll need to make sure your argument is thoughtful and your new name has reasons beyond the practical to support it.

Consider that this essay prompt, although casual, will give the reader insight into how you might write an argumentative essay for a UChicago course, or approach a lively classroom discussion. Whether your essay has a creative structure or a standard one, a lighthearted tone or a serious one, the essay should feel cohesive, purposeful, and well-argued. 

Option 5: Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why? —Inspired by Adam Heiba, Class of 2027

This prompt allows you to discuss your own interest in a particular game which may have become a significant part of your social and/or intellectual life. Do you play D&D with your friends every weekend? Have you joined a Muggle Quidditch community? Do you connect with your grandparents over Clue? 

Whatever modern game speaks to you, you can discuss its impacts up-close and far away. A game stands the test of time by engaging a wide range of players. Maybe D&D brings your creative side out, and you believe its worldbuilding nature will allow it to continue evolving for centuries. Maybe you feel like the massive fandom behind Muggle Quidditch will allow it to live on, and its ability to create community has spoken to you. And maybe Clue has helped your family grow closer, representing to you a broader cultural shift.

You can interpret the term “game” and the descriptor “modern” loosely while answering this prompt. Just be sure to clarify how you’re using those terms at the beginning of your essay if you do employ them creatively! Also, remember that your reader might not be familiar with the intricacies of your game of interest, so you may want to explain the rules or objectives briefly in your essay’s introduction.

Option 6: There are unwritten rules that everyone follows or has heard at least once in their life. But of course, some rules should be broken or updated. What is an unwritten rule that you wish didn’t exist? (Our custom is to have five new prompts each year, but this year we decided to break with tradition. Enjoy!)  —Inspired by Maryam Abdella, Class of 2026

This prompt will work well for you if you are a forward-thinking change-maker, a skeptic, a revolutionary, or an out-of-the-box thinker. Remember, these are the unwritten rules that “everyone” (you can interpret this word loosely) follows or has heard. These aren’t federal laws that need amendments or school policies worth updating. Instead, they’re cultural norms, societal expectations, or familial obligations which you believe are behind the times.

Consider the position from which you view the world as you respond to this prompt. How will the dissolution or evolution of this unwritten rule impact people who are different from you? Will the impact be positive, negative, or neutral? How might other people included in your definition of “everyone” feel about changing or discarding this unwritten rule?

As you compose your answer, you’ll also want to discuss how you will improve the rule, or what might fill the void left behind this rule. You could also consider discussing how the rule would be broken in the first place—on an individual level, or by many people all at once. Lastly, be sure to tie your essay back to your own personal life and experience at least once or twice in your essay. Ultimately, this essay is about you !

Option 7: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If these prompts weren’t creative and open-ended enough for you, you can come up with your own. Given that some of the prompts are so open-ended that you can almost discuss whatever you want, be sure to only select this option if you have a cohesive, coherent, and thoughtful idea. Consider giving yourself a specific prompt (which can even be included in the essay itself) to guide your writing process.

In addition, do your best not to turn this essay response into something that could’ve been submitted to another college or university. After all, UChicago’s prompts stand out because they are looking for students who stand out. If your essay response doesn’t stand out, you’re putting your application in jeopardy.

That said, if you have an excellent idea that would feel forced if applied to any of the six prompts above, then you have free reign here. Good luck!

Like many colleges and universities, UChicago’s admissions officers want to know why you specifically want to attend UChicago. What programs, courses, professors, clubs, or opportunities are available to you only at UChicago? What aspects of the campus culture speak to you? Why do you see yourself as a part of UChicago’s community?

Note that prompt’s emphasis on specificity. Use concrete details and sentences which could apply to no other institution than UChicago. Indicate how your unique future plans would be best served by learning and studying at UChicago. If you’re stuck, read through their website, watch videos about UChicago, and visit the campus if you’re able. Good luck!

If you need help polishing up your UChicago supplemental essays, check out our College Essay Review service. You can receive detailed feedback from Ivy League consultants in as little as 24 hours.

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How to write the university of chicago supplemental essays, updated for 2023-2024, question 1 (required).

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago. (250-500 words)

Explanation:

UChicago’s first supplemental essay is a classic “why this college” prompt that can be separated into three components: learning, future, and community.

Responding to the “learning” question requires laying out your intended major (or couple of majors) that you hope to pursue, along with specific class offerings, research opportunities, immersion experiences, internships, etc. for that major or related program.

The “community” component can be addressed by discussing an extracurricular or club offered at the college (called RSOs at UChicago) that you would like to get involved in. This can also add depth to your “learning” response if the organization is related to your intended major. Additionally, discussing UChicago’s size, location, history, and/or educational philosophy—the unofficial motto “Life of the Mind” emphasizes intellectual inquiry simply for the sake of learning—can be an excellent way to showcase how you picture yourself as a member of the UChicago community.

For the final “future” component of this essay, clearly lay out your current plan for your future pursuits and how you hope to achieve your goals by the time you graduate from the University of Chicago. How will the opportunities you pursue and the community you build impact your plan for post-college life?

I’ve stared up at the night sky through my prized Orion Spaceprobe Reflector telescope all over the United States—from the deserts of Arizona to the highest points of California’s many national parks. I’ve captured detailed photographs of Saturn’s rings and carefully coordinated, award-winning time lapse shots. I’ve gone on journeys through dense forests and down unmarked dirt roads to achieve the ultimate stargazing experience. But standing in my school’s parking lot, reveling in observing the Harvest Moon with my classmates, I realized there’s nothing I want more than to share my passion with my peers.  

The University of Chicago offers unparalleled astronomy and astrophysics opportunities—but just as importantly, it presents an incredible community possible to share in that experience. I’ll be the first in line to take hands-on classes like “Observational Techniques in Astrophysics” and the two-part “Field Course in Astronomy and Astrophysics” that will provide the rare chance to use the university’s array of powerful research telescopes and publish scientific papers in collaboration with my classmates. Meanwhile, classes focused on the theoretical side of astronomy and astrophysics like “From Fossils to Fermi’s Paradox” will allow me to geek out over the universe’s greatest questions with fellow self-proclaimed hardcore space nerds. I’m equally interested in connecting with professors, and (if possible) I’d be eager to assist in any way with Professor Jacob Bean’s work identifying potentially habitable exoplanets.

Perhaps most exciting of all, the Paris Astronomy Program offers the opportunity to combine astrophysics with my other academic passion—French. Communication between international labs and scientists from different countries is a major component of modern science, and this program offers an immersive component to my intended minor in French. Envisioning the conversations I’ll have seated at Parisian cafes and touring through famous labs and museums ignites my imagination and excitement. While I understand that the Paris Astronomy Program is generally oriented towards astrophysics minors, I believe taking advantage of this opportunity as early as possible in my college experience will build a foundation for my specific education in both astrophysics and French in the same way that the Core creates the a structural baseline for my general education at UChicago. 

While much of the UChicago community and opportunities I’ve pointed to take place inside the classroom, I’m equally looking forward to everything that happens outside of the campus’ gothic buildings. Visiting my friend currently living in the “South” dorm has made me especially excited for the experience of living on campus and forming relationships with other residents in my dorm. From the house-specific dining table with Harry Potter-esque banners hanging over them to the inter-house broomball battle, I was able to witness firsthand the O Week scavenger hunt throughout the dorm—the experience provided me with a built in community that will be waiting for me the moment I step on campus. However, I don’t plan to let this community make me complacent in my social life. Joining RSOs like the Outdoor Adventure Club and Ryerson Astronomical Society will allow me to continue my passions for intense hiking and casual stargazing while connecting me with other students on campus who are equally excited about those activities! 

From my perspective, there’s no desire for learning, community, or my future that UChicago does not satisfy. While others might make claims about the school where “Fun Goes to Die,” I can hardly wait to get started! 

Question 2: Extended Essay (Required; Choose one). 650 words max

UChicago’s “extended essay” is also occasionally referred to by its old name: “The Uncommon Essay.” When writing this essay, you should aim to break away from traditional essay formats and take creative control to showcase both your writing ability and unique perspective. Get creative with your responses: humor, interesting structuring, and unique writing motifs will go a long way towards impressing the admissions officers.

Each of the prompts may seem almost nonsensical at first, but start by writing down your initial ideas for approaching each of the options. If you’re brainstorming for any one of these prompts and one idea jumps out at you—go with it!

The trick to these essays is responding in a way that feels natural to you, don’t try to get too smart and outthink yourself. Try crafting the direction of your essay as it goes rather than trying to plan your essay perfectly before you start writing, as this method will allow you to better showcase your thought process. If none of the essay prompts inspire you, take advantage of Option 7 and look over past prompts until you find one that speaks to you. Don’t write off any idea as stupid, and try to keep your phone or a notepad near you as you think over the prompts—inspiration can strike at the strangest of times!

Finally, stick with the obvious theme of the essay, but don’t try to overdo it. Make sure you find a creative way to fully answer any questions posed by the prompt while also including some insight into yourself or your background. For instance, a unique response to Essay Option #3 might reflect on how portmanteaus are part of a larger trend to characterize new ideas by combining them with something familiar—but trying to combine two separate essays and calling that a portmanteau could result in a confusing and ideologically diluted essay. Likewise, Essay Option #6 requires coming up with an unwritten rule you disagree with, but your argument should also reveal something about you or your way of thinking (e.g. if you’re deeply passionate about human and animal rights, discussing your opposition to the practice of documentary staff not helping those they film—and perhaps how you break this rule when filming content for a conservationist group you volunteer with—would both answer the prompt and tell admissions officers a bit about one of your activities and how your mind works).

As an example to offer a bit of guidance: for the classic prompt “Find x,” the admissions officers do not want to see a sheet filled with math problems. However, if you use math as a writing motif by which you compare using substitution to find x with comparing activities to find what you’re passionate about… you might just have a perfect essay idea on your hands!

Essay Option 5 Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why? – Inspired by Adam Heiba, Class of 2027

Humans might be the dominant species on our planet, but we’re rarely the best athletes from a physical perspective. Famed Jamaican sprinter Usain Bolt would be left in the dust by a cheetah. The legendary Giants linebacker Lawrence Taylor would be bowled over if an NFL team suddenly employed a silverback gorilla as a running back. Even Michael Phelps, the winner of twenty-three Olympic medals for his swimming prowess, was left floundering when he raced against a shark—or at least a CGI projection of one! 

However, mankind did not come to rule the planet through our intellect and endurance alone. We had a secret weapon no other species has mastered—throwing projectiles. Sure, a chimpanzee can manage a halfhearted toss, but it wasn’t until Homo Erectus came to walk this Earth that any creature had the combination of unique anatomical traits necessary to truly master the art of the throw. Over millennia, we Homo Sapiens have developed countless modern sports that rely heavily on this ability: baseball, football, and basketball just to name a few. Of the many activities humans have created to show off the pinpoint accuracy of our throws, one game truly represents the culmination of millions of years of human evolution: darts. 

I believe that darts will be played for centuries to come. There are countless ways to play darts: Cricket, 301, Legs—but the specific game mode is irrelevant to the longevity of the activity. Simply put, the game of darts offers the best blend of compactness and complexity required to light up the neurons in our brain that have been pre-wired with a desire to throw objects accurately. Carnivals and theme parks have taken countless dollars by understanding this aspect of human nature, but darts offers a way to scratch that itch without the high cost and space requirements of classic carnival games like Ring Toss, Can Knock Down, or Balloon Darts. Not to mention, the odds aren’t stacked against us in darts! 

I can accept that not everyone might believe that darts is a “modern” game, as the game was officially created with the invention of the dart board all the way back in 1896. However, in the face of games that have existed for thousands of years, like chess, a game that’s not even as old as the first car is modern in my book. Additionally, for anyone who’d like to argue that the game of darts was created in medieval times when soldiers started throwing knives at tree trunk cross sections, I’d posit that a game is only as old as its rules. If hunting wooly mammoths with spears isn’t playing darts, neither is chucking knives at trees. Every human throw leading up to the creation of darts was simply the creative process, but the game of darts itself is the final masterpiece!

Though it will undoubtedly stand the test of time, darts will not look the same forever. Modern boards offer magnetic darts and electronic boards to prevent the potential collateral damage darts entail. Perhaps in the future, game designers will advance the game of darts through virtual reality or haptic feedback gloves so people can walk right in front of the game without fear. But wherever space is limited and people want to be entertained, darts will follow. Even if the next century’s version of darts is unrecognizable in everything but the dartboard (which could be a hologram or a projection at that point), the spread of darts through future bars and basements is as certain as its initial proliferation through English pubs.

Admittedly, even the most patient parents might want to put a stop to the next generation of dart throwers when they inevitably find the small holes in the basement wall made by errant darts from their kids’ attempts to improve their accuracy. However, they can rest assured that millions of years of evolution have led up to us all throwing those darts at that dartboard. With that kind of history on our side, we should all be able to hit that bullseye consistently before too long… right?   

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