Chicago, Illinois
Chicago is a city trip with indoor venues and park district courts across the city, from Grant Park downtown to Evanston and Oak Park.
Is Chicago right for this trip?
The courts
21 courts listed in Chicago: 19 public · 2 access not listed by venue.
Check current times and prices on the venue’s site.
Where to stay
Stay in Chicago, Illinois. The courts are across Chicago and in Evanston and Oak Park, so check each address against your hotel.
Watch out for
Winters are cold, so check which courts are indoor before you plan winter play.
Where to play
James Park Pickleball Courts — Evanston
Open to the public Outdoor
Walk on — first come, first served.
Leahy Park Pickleball Courts — Evanston
Open to the public Outdoor
Walk on — first come, first served.
Lovelace Park Pickleball Courts — Evanston
Open to the public Outdoor
Walk on — first come, first served.
Barrie Park Pickleball Courts — Oak Park
Access information not found (checked Oct 29, 2026).
Taylor Park Tennis and Pickleball Courts — Oak Park
Access information not found (checked Oct 29, 2026).
Something changed? Suggest a correction
Climate
- Jan Cold high 33° low 19°
- Feb Cold high 37° low 23°
- Mar Cold high 48° low 32°
- Apr Mild high 60° low 41°
- May Mild high 71° low 52°
- Jun Mild high 81° low 62°
- Jul Mild high 85° low 68°
- Aug Mild high 83° low 66°
- Sep Mild high 76° low 59°
- Oct Mild high 63° low 47°
- Nov Cold high 49° low 35°
- Dec Cold high 38° low 25°
- Hot: average high above 85°F
- Mild: 60–85°F
- Cold: below 60°F
- Wet: 14+ days with precipitation
- High / low: monthly average °F
Upcoming events in the area
APPStarts in 47 days
APP Moneyball Series – North Aurora
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PPA
Chicago PPA Challenger
Outside event days: A membership club. Visitors buy a One-Day Membership in the Life Time app for a day of Signature access.
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APP
2027 APP Chicago Open
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Sources
- SPF Pickleball — Lincoln Park (opens in a new tab)
- Chicago Park District — Pickleball Courts (opens in a new tab)
- The Pickleball Clubhouse (opens in a new tab)
- City of Evanston — Tennis and Pickleball (opens in a new tab)
- City of Evanston — Pickleball at Robert Crown (opens in a new tab)
- Park District of Oak Park — Tennis & Pickleball Courts (opens in a new tab)
- O’Hare International Airport (opens in a new tab)
- NOAA 1991–2020 climate normals (opens in a new tab) CHICAGO MIDWAY AP, IL US (USW00014819), read Oct 3, 2026; wet days have 0.01 in or more of precipitation
Last checked Oct 24, 2026 · How we check · You book direct with the provider. Booking disclaimer