Attention: Parents of Middle School Students

Help Your Child Earn Admission To A Top CPS Classical School In As Little As 12 Weeks Without Wasting Money On Generic Prep Courses That Ignore Chicago’s Admissions Process

A Personalized, Data-Driven Classical School Prep Program That Strengthens Critical Thinking, Reading, Math, And Cognitive Skills To Stand Out In Chicago’s Competitive Admissions Process

STEP 2: Book Your FREE Strategy Session & Reserve Your Students Spot.

How We Turn Confusion Into Confidence

At Chitown Tutoring, every decision is backed by data.

We diagnose precisely, personalize intentionally, adapt continuously,

and track progress relentlessly, so every hour produces measurable results.

Our Proven 4-Step Smart Prep System pinpoints weaknesses, builds mastery, and drives consistent score growth:

#1 Precision Diagnostics, Not Guesswork

  • AI-powered CPS Classical School diagnostic identifies exact weaknesses by question type, difficulty, and content area.

  • Each student receives a custom roadmap tied directly to diagnostic results.

  • Time is spent only on skills that actually raise scores.

#2 Adaptive Learning That Grows With You

  • Lessons evolve with performance so students are never stuck or bored.

  • Practice difficulty increases as mastery improves.

  • Weak areas are revisited until consistent accuracy is achieved.

#3 Structured 12-Week Score-Increase System

  • Clear weekly plan with unlimited targeted drills homework, and strategy focus.

  • Tutors follow a proven CPS Classical School framework rather than ad-hoc sessions.

  • Students always know what they are working on and why.

#4 Data-Backed Progress Tracking & Transparency

  • Student performance is tracked across accuracy, pacing, and question categories.

  • Score projections are updated based on real practice data, not estimates.

  • Parents receive regular, data-driven progress updates showing exactly where gains are happening.

SEE WHAT PARENTS & STUDENTS ARE SAYING

The tutor is very knowledgeable and explains concepts clearly. Sessions are well-structured and cover a good mix of practice and review. My son feels more confident, especially in math and english

Appu

"I'm so grateful for this tutoring service! They truly care about finding the right fit. Once we found the right match, everything clicked."

Ninevah

"Siri is a fantastic tutor! He targeted the subjects and test prep areas where my children struggled. Both my children passed their school entrance exams and were accepted to their top school choice!"

Ciana

"Siri is a very good tutor. He tutored my daughter for the high school exam. My daughter said he simplifies the math problems and reading comprehension questions very well. Hire Siri for your next tutorial sessions."

Moyosore

Founder & CEO of Chitown TutorinG

Hi, I’m Siri Omene

Over the past decade, my team and I have helped more than 100 students earn competitive scores and gain admission to Chicago's top CPS Classical Schools.

I built Chitown Tutoring to give students the personalized, high-impact coaching I wish I had when applying to college.

B.S. Civil Engineering, Illinois Tech

(Cum Laude) — Full Tuition Scholarship

M.B.A., University of Chicago Booth School of Business — Full Tuition Scholarship

10+ Years of Tutoring Experience

10,000+ Hours of Instruction

$1.2M+ in Merit Based scholarships earned across undergraduate and graduate school admissions

Alumnus of Jackie Robinson Foundation, Wentcher Foundation, and Management Leadership for Tomorrow

READY TO GIVE US A TRY?

How Do I Get Started ?

  • Book Your Free Consultation: We’ll discuss your goals, scores, and timeline.

  • Diagnostic Test and Personalized Tutoring Plan: Complete the diagnostic test. Once done, we will send your custom tutoring plan.

  • Tutor Match: Based on the student’s needs and preferences, we’ll pair them with one of our highly trained tutors. The parent will receive the tutor’s bio, and the tutor will get a short bio about the student.

  • Schedule Your Session: Once matched, the tutor will reach out directly to set up the first appointment

  • Sign Tutor Agreement and Pay Invoice: The tutor agreement and invoice link will be sent to you via email to process.

READY TO GIVE US A TRY?

How Do I Get Started ?

  • Book Your Free Consultation: We’ll discuss your goals, scores, and timeline.

  • Diagnostic Test and Personalized Tutoring Plan: Complete the diagnostic test. Once done, we will send your custom tutoring plan.

  • Tutor Match: Based on the student’s needs and preferences, we’ll pair them with one of our highly trained tutors. The parent will receive the tutor’s bio, and the tutor will get a short bio about the student.

  • Schedule Your Session: Once matched, the tutor will reach out directly to set up the first appointment

  • Sign Tutor Agreement and Pay Invoice: The tutor agreement and invoice link will be sent to you via email to process.

STILL NOT SURE?

Frequently Asked Questions

Do you work with students outside Chicago?

Yes. We use our own online platform with screen sharing, whiteboard, chat and file sharing capabilities.

What makes you different from other tutoring companies?

We use AI data driven diagnostics and personalized study plans, not cookie cutter worksheets.

How soon should we start?

Ideally 10 to 12 weeks before the exam. We also offer accelerated 4 and 6 week plans.

Is there any committment?

None. Consultations are completely free.

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