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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 it'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 choose 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 -- and 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!