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2026 Logandale Restaurant & Bar Crawl | Logan Square | August 30
Edgewater Music Fest | August 28-30
Taste Of Greektown | August 28-30
BTS WORLD TOUR 'ARIRANG' | Soldier Field | August 28
Chicago House Music Festival and Conference | August 27-30
WEST LOOP ART FEST | Fulton Street | August 22-23
Lakeview Taco Fest | Southport Corridor | August 21-23
Acraze at Radius Chicago | August 22
BULLS FEST | United Center | August 22-23
Summer Groves | Matilda + Babyatlas | August 21
ZHU - ON THE MOVE | Navy Pier | August 15
JOSHWA AT PRYM CHICAGO | August 15
BASSMENT BEATS | Everything Bar | August 15
Sonido Fest | Pilsen | August 15
Chicago Air and Water show | August 15-16
Cousin Tiera at The Comedy Bar | August 14
Industry Showcase | The Laugh Factory | August 9
Chicago Sky VS Indiana Fever | United Center | August 8
Industry Showcase | The Laugh Factory | August 9
Northalsted Market Days | Northalsted | August 7-9
Gold Standard Comedy | The Annoyance Theatre | August 8
The latest Chicago News
WIGS is bringing a unique twist to stand-up comedy in Chicago, with local comedians performing their sets while wearing wigs. The concept puts a playful spin on traditional stand-up, giving comedians the opportunity to take on different looks and personas. The show is hosted by Chicago comedian Ron Hexagon and Claire Parlette .
Chicago, IL — The Windy City Comedy Fest will return to Chicago from August 6–9, 2026 , bringing more than 50 comedians to venues across the city for four days of stand-up performances, showcases, and events celebrating Chicago’s thriving comedy community.