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Award-Winning Writing Tutors serving Chicago, IL

Certified Tutor
Andrew
I am a graduate of the University of Chicago, class of 2012. I have a Bachelor of Arts degree in English Language and Literature and Theater and Performance Studies. Since graduation, I have continued to live in Chicago. I am a founding member of First Floor Theater, a Chicago storefront theater com...
University of Chicago
Bachelor of Arts in English Language and Literature and Theater and Performance Studies

Certified Tutor
Molly
I am an Illinois certified Teacher in grades K-9. I attended Northwestern University and received a Master's of Science in Education. I have ample classroom experience and expertise in elementary Math and Reading intervention. I have several tools and resources from various curricula to work with an...
Northwestern University
Master of Science in Education
Columbia University in the City of New York
Bachelor in Arts, History

Certified Tutor
I am very dedicated to helping students excel in school and in helping them develop study methods and styles that work best for them and that will serve them throughout school. I previously tutored with Boys Hope Girls Hope in Evanston, IL. I tutored middle and high school students in Spanish and En...
Northwestern University
Bachelor in Arts

Certified Tutor
Jacob
I am eager to help students thrive because I'm still very much a student myself, and will be for the foreseeable future. Though I enjoyed my time as an undergraduate student in Literature, and learned quite a bit during my time at Vanderbilt, there's still more work to be done. I am working towards ...
Vanderbilt University
Bachelors in Literature

Certified Tutor
Rebecca
I am a graduate of Northwestern University where I received a Bachelor of Arts in Psychology with a minor in Religious Studies. I am currently pursuing a masters degree in social work at the University of Chicago's School of Social Service Administration. I am passionate about tutoring because I wan...
Northwestern University
Bachelor of Arts in Psychology (minor in Religious Studies)

Certified Tutor
Asta
I am a graduate of the University of Chicago where I received my undergraduate degree in political science. Right after graduation, I worked as an academic and test prep tutor as well as admissions consultant in Hong Kong. For the past two years, I worked with a number of students to help prepare th...
University of Chicago
Bachelor in Arts in Political Science

Certified Tutor
8+ years
Anna
I'm Anna! I'm currently a student in the MD/MBA program between Northwestern University's Feinberg School of Medicine and the Kellogg School of Management, and graduated from Northwestern University as part of the Honors Program in Medical Education. I attended the Bergen County Academies in New Jer...
Northwestern University
Bachelor in Arts, Anthropology
Northwestern University
Graduated (Honors Program in Medical Education)

Certified Tutor
Catherine
I am a graduate student in the humanities who is lucky enough to teach, read, and write for a living. I am passionately committed to educational access and helping young people reach their full potential. It has been my privilege to work with dozens of bright and talented students over the years, ra...
Stanford University
PHD, History
Princeton University
Bachelor in Arts

Certified Tutor
Jack
I'm a recent grad from Northwestern (B.A. in Theatre and Economics) who loves teaching and learning. I love helping other people achieve their goals and helping students find ways to be their best selves. Excited to meet and work with Chicagoland's students!
Northwestern University
B.A. in Theatre and Economics

Certified Tutor
Alyssa
I am passionate about learning and I try to impart a love of learning to my students. In my spare time I enjoy painting, playing the piano, and reading.
University of Notre Dame
Bachelor in Arts, English, Psychology
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Frequently Asked Questions
Essay structure is one of the most common challenges students face, especially when juggling multiple assignments across Chicago's diverse school districts. A tutor provides personalized feedback on your specific writing, identifying where your thesis needs strengthening, how to organize supporting paragraphs logically, and where transitions can improve flow. Rather than generic writing tips, you get guidance tailored to your exact essay—whether it's a persuasive piece, literary analysis, or research paper.
Tutors also help you develop a writing process that works for you, from brainstorming and outlining through revision, so you can apply these skills to every assignment going forward.
Grammar is the foundation—the rules that make your writing clear and correct. But voice is what makes your writing distinctly yours: your word choices, sentence rhythm, and how you engage your reader. Many students focus only on avoiding errors, which can actually make writing sound stiff and impersonal.
Personalized instruction helps you master grammar mechanics while also building confidence in your unique voice. Tutors can show you how published writers use grammar strategically—varying sentence length for emphasis, breaking rules intentionally for effect—so you understand both the rules and when and how to work within (or occasionally break) them for stronger writing.
Writer's block often stems from perfectionism, unclear ideas, or not knowing where to start. A tutor works with you one-on-one to identify what's actually causing the block—whether you need to clarify your thesis, generate more ideas through brainstorming, or simply build confidence in your rough draft.
Through personalized strategies like freewriting, talking through ideas aloud, or breaking your essay into smaller, manageable chunks, you can move past the blank page. Your tutor also provides ongoing feedback as you write, which reduces anxiety and helps ideas flow more naturally.
Citation formats can feel overwhelming with different rules for in-text citations, works cited pages, and formatting. Whether your Chicago school requires MLA for English class or APA for other subjects, a tutor can teach you the specific format you need and show you how to apply it consistently.
Beyond just memorizing rules, tutors help you understand why citations matter—giving credit to sources and allowing readers to find your research. They'll review your actual citations and bibliography to catch errors, so you submit work that meets your teacher's expectations and demonstrates academic integrity.
Literary analysis requires moving from plot summary to deeper thinking about why an author made specific choices and what those choices mean. This is where many students struggle—they describe what happens instead of analyzing how and why it matters. A tutor helps you develop the critical thinking skills to move beyond the surface, teaching you to examine character motivations, symbolism, theme, and writing techniques with evidence from the text.
Your tutor will guide you through close reading strategies, show you how to build arguments supported by specific textual evidence, and provide feedback on your analysis so your essays demonstrate genuine understanding rather than just retelling the story.
Effective writing feedback is specific, actionable, and encouraging. Rather than just marking errors, tutors explain why something isn't working and show you how to fix it. You might receive feedback on your thesis clarity, paragraph organization, evidence quality, sentence-level clarity, grammar, or all of the above depending on your draft stage.
The goal is to help you become a stronger, more independent writer. Tutors teach you to recognize patterns in your own writing (like run-on sentences or weak topic sentences) so you can edit more effectively on your own. You'll have the opportunity to revise based on feedback and see how your writing improves—building confidence and real skills you'll use throughout high school and beyond.
Strong writing starts with strong reading. If you struggle to understand challenging texts, you'll have a harder time analyzing them in essays or citing them accurately in research papers. Many writing tutors address both skills together because they're deeply connected.
When you're preparing for essays or research projects, your tutor can help you develop close reading strategies, break down complex sentences, identify main ideas versus supporting details, and understand how writers construct meaning. This foundational comprehension makes the writing process much smoother and your final essays much stronger.
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