Event Details
CategoryOpen Play Events
DatesJan 1, 2026 - Dec 31, 2026
Cost$15-$25 per session
Skill LevelsAll levels (skill-based sessions)
FormatSkill-based open play + round robins
RecurringDaily sessions
Venue & Location
AddressThe Picklr, Chicago, IL
CityChicago, Illinois
Organizer & Contact
OrganizerThe Picklr
About Chicago Open Play at The Picklr
Drop-in open play sessions at The Picklr Chicago. Indoor courts with skill-based session times, organized round robins, and social events. No membership required.
Format: Skill-based open play + round robins
Aug 15-17, 2026 · Chicago · Chicken N Pickle Chicago
Tournaments
$60-$100 per event
Major Midwest tournament at Chicago's premier pickleball entertainment venue. Combines competitive play with Chicago's vibrant food and nightlife scene.
Jul 22-26, 2026 · Highland Park · Highland Park Tennis & Pickleball
Tournaments
$60-$120 per event
The APP Tour descends on the Chicago area for a nationally televised event. Top pros compete alongside amateur brackets in one of the Midwest's premier pickleball events.
Jul 23-26, 2026 · Chicago · Chicago MLP Venue
League Registration
$25-$150 per day
Major League Pickleball visits Chicago for regular season competition. The Chicago Slice and visiting teams battle it out in the Windy City.