Is the first lesson really free?

Yes. Your first lesson with a new TeachMe.To coach at Roosevelt (Theodore) Park is free — a no-risk way to meet your coach, get out on the court, and make sure it is the right fit before you book a package.

Roosevelt (Theodore) Park is an outdoor venue, so weather matters. Your coach will reach out a few hours before your lesson if rain is in the forecast and offer a free reschedule.

How many tennis coaches teach at Roosevelt (Theodore) Park?

2 TeachMe.To tennis coaches teach regularly at Roosevelt (Theodore) Park. Browse profiles above to pick the one that fits your level and schedule.

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Roosevelt (Theodore) ParkTennis Venue in Chicago, IL

Name: Roosevelt (Theodore) Park
Address: 62 W Roosevelt Rd, Chicago, IL 60605, USA, Chicago, Illinois, United States
Price range: From $114
Rating: 5

5.0(50 coach reviews)

2 coachesFrom $114 per lesson

Roosevelt (Theodore) Park - Tennis venue

🎾Chicago, IL

Outdoor public tennis court in Chicago

Courts

Setting

Outdoor

open-air

Access

Public

no membership needed

2 tennis coaches at Roosevelt (Theodore) Park

Every coach below teaches at Roosevelt (Theodore) Park. Pick the one that fits your level - they handle the rest.

About Arian

Former college/university tennis player with deep experience training with professional coaches. Turned to coaching after a successful collegiate career and haven't looked back! I focus on helping my students created a strong foundation then build up from there. Let's build on your skills and passion for tennis!

What students say...

"Wonderful Coach with lots of fun and great teaching skills

Flexible Scheduling

✨New

Arian

From$121per lesson

32 Lessons given

5.0

Available

Next: Tomorrow, 7:00 AM

Pro Athlete

About Abhay

NCAA tennis player and founder of Windy City Tennis. I offer structured, high-level coaching in Chicago focused on consistency, footwork, and match performance. Sessions are personalized for players of all levels.

What students say...

"Went from 2.5 to 3.0 in just 5 lessons

Best Price

✨New

Abhay

From$114per lesson

31 Lessons given

5.0

Available

Next: Tomorrow, 8:00 AM

Pro Athlete

About Roosevelt (Theodore) Park

Public park in Chicago's South Loop with 3 outdoor tennis courts, ideal for casual play and lessons with 2 on-site coaches. Well-maintained facility in 2.26-acre park.

When to come

A steady-traffic venue. Lessons book up fastest on weekday evenings and weekend mornings.

Amenities

Outdoor facility
Open to the public

Looking around? See more tennis coaches in Chicago.

Where you'll play

62 W Roosevelt Rd, Chicago, IL 60605, USA

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Reviews for coaches at Roosevelt (Theodore) Park

5.0(50 coach reviews)

My Y.Verified ✓

Level: Beginner•Lessons taken: 3•Verified ✓

I’ve never played tennis before but have always wanted to try. Arian really took his time with me and made sure I was comfortable every lesson. It can be kind of scary playing for the first time as an adult with zero experience. But Arian made it really fun. Felt zero judgement. I would definitely recommend him to anyone interested in trying out tennis. One of the best decisions I made for myself this year. Seeing how much fun I’ve had, I hope to continue learning and playing. Thank you Arian!

See Coach Arian →

Paolo G.Verified ✓

Lessons taken: 3•Verified ✓

Great coach!

See Coach Arian →

Lessons at Roosevelt (Theodore) Park, explained

Lessons at Roosevelt (Theodore) Park start at $114 per lesson. The exact price depends on the coach, the session length, and whether you book solo or split a group lesson with friends — and your first lesson is always free.