Pickleball
Pickleball
Pickleball
SUMMER 2025 PICKLEBALL LEAGUE REGISTRATION IS NOW OPEN
BOOK YOUR TEAM FOR ONLY $100 DOWN TODAY. IT'S THAT EASY!
Join one of Chicago's favorite Pickleball Leagues today! It is our country's fastest growing sport, and is so easy to learn.
SPRING, SUMMER & FALL OUTDOOR LEAGUES
- Big City Pickle - Fulton Market (170 N. Green St.) - Now Open
- Big City Pickle - Gold Coast (302 W. Walton St.) - Now Open
- Big City Pickle - Lincoln Yards (1685 N. Throop St.) - Now Open
- Big City Pickle - South Loop @ The 78 (1250 S. Wells St.) - Now Open
(These Courts are located on S. Wells St. south of Roosevelt Rd. You must enter on Wells St. underneath Roosevelt Road, which is elevated as it crosses Roosevelt. Southbound Wells St. is accessible from Van Buren, Harrison, Polk, 9th or 10th Streets.)
SPRING, FALL, & WINTER INDOOR PICKLEBALL LEAGUES
- Chicago Athletic Association Hotel (Loop)
- City Hall Events (Fulton Market)
- Disney Magnet School (Lakeview)
- FFC - Union Station (West Loop)
- Morgan MFG (Fulton Market)
- Pritzker School (Wicker Park/Bucktown)
- SPF's Winter Fieldhouse (Logan Square)
- St. George Church (Lincoln Park)
Join our Facebook Pickleball Page if you're looking to pair up with a partner and learn about upcoming events!
If you have any questions, feel free to email us at [email protected].
Are you looking to book a Pickleball Event for your job's corporate outing, for guests in out of town, or in town for a convention and want a great idea to get everyone a court?
Let's build an amazing event together! We have many food, beverage and entertainment packages for any gathering size.
Join us for any number of our fun and social Pickleball Doubles Tournaments hosted across Chicago on any given day.
These well-organized tournaments will have you play against a minimum of 5 different opponents. You'll play the majority of the time with a few breaks to catch your breath and socialize with other pickleballers!
Looking to rent a pickleball court? We have outdoor options in Fulton Market, The Gold Coast, South Loop at The 78, & Lincoln Yards!
Singles
Doubles
5-7 games guaranteed, league t-shirts, league administration, equipment, certified CSSC Staff, playoffs for qualifying teams, prizes for winners and drink and/or food specials at the sponsor bar
Player shirts are provided at your first match. Two (2) per team.
Teams may purchase additional shirts for $5 per shirt.
LEVELS
Open
The Open level is available to all levels of play. It is "open" to everyone. It is a combination of skill levels that usually skews towards the intermediate level, depending on the sport.
Recreational 3.0
The Recreational level is perfect for Pickleball Players who have recently started playing. Players at this level understand fundamentals, know the rules and can keep score. Teams at this level are learning proper court positioning and while they can hit a medium paced ball, they might not be able to consistently direct it where they want it to go.
Intermediate 3.5+
Our Intermediate Pickleball level is for players at a 3.5 skill rating and higher. Players have consistency with serves and shot control and acknowledge the difference between hard game and soft game. Teams can sustain short rallies and are learning proper court positioning. Basic knowledge of stacking and understands situations where it can be effective.
Open
The Open level is available to all levels of play. It is "open" to everyone. It is a combination of skill levels that usually skews towards the intermediate level, depending on the sport.
Recreational 3.0
The Recreational level is perfect for Pickleball Players who have recently started playing. Players at this level understand fundamentals, know the rules and can keep score. Teams at this level are learning proper court positioning and while they can hit a medium paced ball, they might not be able to consistently direct it where they want it to go.
Intermediate 3.5+
Our Intermediate Pickleball level is for players at a 3.5 skill rating and higher. Players have consistency with serves and shot control and acknowledge the difference between hard game and soft game. Teams can sustain short rallies and are learning proper court positioning. Basic knowledge of stacking and understands situations where it can be effective.
- Windy City Fieldhouse (Western Ave./Logan Blvd.)
- 2367 W. Logan Blvd. Chicago, IL 60642
- St. George Greek Orthodox Church (Sheffield Ave./Diversey)
- 2701 N. Sheffield Ave. Chicago, IL 60614
- Drucker Center
- 1535 N. Dayton St. Chicago, IL, 60642