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?

4 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 $115
Rating: 4.96

5.0(249 coach reviews)

4 coachesFrom $115 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

4 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 Paul

Contact me for group lessons and save. With over four decades of experience on the tennis court, my journey as a player and coach has been defined by a relentless passion for the sport. From my early years as a competitor to my transition into coaching, tennis has remained my steadfast source of inspiration and vitality. As a seasoned player and coach, I bring a wealth of knowledge and expertise to every lesson, guided by a nurturing, patient, and encouraging approach. My coaching philosophy centers on developing proper technique, instilling confidence, fostering discipline, honing strategic thinking, and nurturing a deep love for the game. Whether working with beginners taking their first steps on the court or seasoned athletes refining their skills, my goal is to help each student realize their full potential and achieve their tennis goals.

What students say...

"Well rounded, intense, and informative!

Top Rated

97Score

Paul

From$115per lesson

Try this coach for free

357 Lessons given

4.9

Available

Next: Tomorrow, 8:00 AM

USTA CertifiedCollege Player

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

Top Rated

94Score

Arian

From$125per lesson

Book your first lesson free

33 Lessons given

5.0

Available

Next: Tomorrow, 6:00 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

Pro Athlete

✨New

Abhay

From$115per lesson

Claim your free trial lesson

32 Lessons given

5.0

Available

Next: Tomorrow, 8:00 AM

Pro Athlete

About Selenay

Head Coach Purdue Northwest University Tennis Expert collegiate and junior level teaching. Open to all the levels

✨New

Selenay

From$115per lesson

Subscribe and get a free trial

Be their first TeachMe.To student!

Available

Next: Tomorrow, 8:00 AM

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(249 coach reviews)

Zoey Z.Verified ✓

Lessons taken: 6•Verified ✓

I just have to say how awesome my tennis coach is! From day one, it was clear that he really cares about helping each student improve. He’s super patient and takes the time to figure out what works best for everyone, adjusting his strategies based on our needs. What I love most is his feedback—it’s always constructive but delivered in such a positive way. He keeps the energy up during our sessions, and it’s impossible not to have fun while learning. I always walk away feeling pumped and ready to hit the court again. If you’re looking for a coach who makes tennis enjoyable and helps you grow, I can’t recommend him enough. His passion and support make all the difference!

See Coach Paul →

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 →

Veronika L.Verified ✓

Level: Intermediate•Lessons taken: 10•Verified ✓

Honestly, I’d say the lesson with Paul was pretty well-rounded since everything about my game got some attention. The lesson highlight, honestly, was just the overall focus on different aspects, though I think I need to work a bit more on my consistency to really see results. Still, I felt it was quite helpful, and I’m optimistic about making steady progress. If you’re looking for a coach who’s attentive and calm, Paul’s definitely someone to try out.

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Alan L.Verified ✓

Level: Beginner•Lessons taken: 9•Verified ✓

What stood out to me was how passionate Paul is about teaching, making the lesson both enjoyable and effective. His friendly approach keeps things positive and motivating. If you're looking to improve your tennis skills with someone who truly cares, Paul’s lessons are definitely worth trying. You’ll leave feeling inspired and eager for the next session. 🎾🙂

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Nate W.Verified ✓

Level: Intermediate•Lessons taken: 17•Verified ✓

Paul has been great to learn with so far. He has quickly identified potential areas of improvement for my game and made great use of the time we have during lessons. He also offered some enjoyable and inventive training strategies with low-compression balls. Highly recommend taking lessons with Paul, whether you are an experienced player or a beginner.

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Veronika L.Verified ✓

Level: Intermediate•Lessons taken: 10•Verified ✓

One of the best parts of the lesson with Paul was getting helpful advice on how to improve my technique. The session felt focused and practical, making it easy to follow and apply. If you want to work on your tennis skills with clear guidance, I’d recommend giving Paul’s lessons a try. It’s a great way to boost your game and confidence on the court. 😊

See Coach Paul →

Lessons at Roosevelt (Theodore) Park, explained

Lessons at Roosevelt (Theodore) Park start at $115 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.