+1 301.575.6112


Hi Everyone! I started playing tennis when I was 8 years old, and the rest was history! Now I travel the country with famous clients, from California to the Maldives! I have taught governors + politicians, pro athletes + their families (Serena Williams, Michael Jordan etc.), designers, royalty, the list goes on (plus many non-disclosures ;) ).In high school I began teaching lessons to 10 & Unders and shortly thereafter adults once I obtained my PTR Certification in Naples, FL (Professional Tennis Registry). While in college at Emory University, I taught children the ages of 4-16 and adults at country clubs, summer camps, adult clinics, you name it! I am also about to graduate law school---which has been adventure, too! I love the game, I love to teach--and I'd love to introduce you to my one true love: TENNIS! Let's have some fun, break a sweat and learn the game together. You won't regret it. Whether you want to hit for fun or start competition, I'll be with you in the windy city!

Languages Spoken

English, Spanish, French

  • Traveling across the country for 8 years playing in tournaments
  • Coaching SerenaWilliam's daughter, MichaelJordan's kids + more celebs!
  • PTR Certified, 10+ years of teaching
  • Experienced teaching ALL levels: 3yr olds, advanced tourney players+
  • Creative, enthusiastic and FUN! Every student of mine has returned :)


Maddy can recommend a location or come to any court inside the highlighted service area below.
  • Union Park

    1501 West Randolph Street Chicago, IL 60607
  • Oz Park

    2021 N. Burling Street Chicago, IL
  • Maggie Daley Park

    425 E Randolph St Chicago, IL 60601
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Mornings(7 A.M.- 12 P.M.)
Afternoons(12 P.M.- 5 P.M.)
Evenings (5 P.M.- 9 P.M.)
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Save more with lessons package. Become a PYC member and save even more

  Package Savings VIP Savings
20 Lessons $239/HR $250/hr $229/HR $250/hr
12 Lessons $243/HR $250/hr $233/HR $250/hr
6 Lessons $250/HR $250/hr $240/HR $250/hr
Less than 6

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  • Where will the lessons take place?

    Your coach will come to any court of your choice. Not sure of the closest court? No sweat, they will recommend a convenient location.
  • How do I know I’ll love my coach?

    We ask you questions and hand pick the perfect coach based on what you are looking for. We are so confident in our coach selection process that we offer a 100% satisfaction guarantee. If we can’t find the perfect instructor for you then we will refund your unused lesson credits.
  • Can I start with just one lesson?

    You sure can, although we offer a 100% money back guarantee so most students start with a lesson package to save money since there is no risk.
  • How do I get in contact with my instructor?

    Once you have booked your lesson package, you will immediately receive your instructor's contact information. The quickest way to schedule your first lesson is to call or text your coach and they'll get back to you asap. If your coach doesn't hear from you they'll reach out within 24 hours.
  • I’ve never played before, do you work with beginners?

    Absolutely! Our certified instructors regularly work with players of all ages and ability levels.
  • Can I bring a friend?

    Absolutely! Each extra person is only an additional $10 per hour. Adding friends to your lesson is a great way to cut down on your lesson costs.

What my students are saying...

  • "Maddy taught myself and two daughters last summer...we had so much fun and kept booking her! She’s patient, enthusiastic, and really knows the game. I was beyond impressed and my daughters keep asking where Coach Maddy is!🎾"

  • "Very knowledgeable and fun personality."

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Maddy D. Instructor Photo

Maddy D.



As low as: $239/hr

Unlock VIP Pricing $229/hr

Need help? Just call us

+1 301.575.6112