Matteo Lane LIVE at The Chicago Theatre
Date: May 2, 2026 7:00 PM
Venue: The Chicago Theatre
Matteo Lane brings the We Gotta Catch Up! tour to The Chicago Theatre in Chicago, IL on May 2, 2026. A must-see night of stand-up comedy!
Chicago Comedy Shows & Events
Find the best upcoming comedy shows in Chicago. Browse stand-up, club shows, and live performances updated daily across Chicago.
11 upcoming events found.
Katt Williams LIVE at United Center
Date: May 2, 2026 8:00 PM
Venue: United Center
Katt Williams brings The Golden Age Tour to United Center in Chicago, IL on May 2, 2026. All-new material from one of comedy's greatest legends!
Joy Gamby and Friends! LIVE at Reggies
Date: May 20, 2026 8:00 PM
Venue: Reggies Bananna’s Shack
Joy Gamby and Friends! bring their comedy showcase to Reggies Banana's Shack in Chicago on May 20, 2026. A fun Wednesday night of stand-up comedy!
Jeremy Piven LIVE at Chicago Improv
Date: June 12, 2026 7:00 PM
Venue: Chicago Improv
Golden Globe winner Jeremy Piven brings his stand-up comedy to Chicago Improv in Schaumburg, IL June 12-14, 2026. Tickets from $46.
The Kevin Langue Show LIVE at The Chicago Theatre
Date: June 18, 2026 8:00 PM
Venue: The Chicago Theatre
The Kevin Langue Show: Live! comes to The Chicago Theatre on June 18, 2026. The World's Best Guesser brings his viral comedy show to Chicago — get tickets now!
John Mulaney: Mister Whatever LIVE at Wrigley Field
Date: July 11, 2026 8:00 PM
Venue: Wrigley Field
John Mulaney makes history as the first comedian to headline Wrigley Field on July 11, 2026. Don't miss Mister Whatever — the biggest comedy show in Chicago this summer!
Brad Williams: The Tall Tales Tour LIVE at The Chicago Theatre
Date: October 16, 2026 7:30 PM
Venue: The Chicago Theatre
Brad Williams brings The Tall Tales Tour to The Chicago Theatre on Oct 16, 2026. The fearless stand-up comedian delivers big laughs — get your tickets now!
Ben Schwartz & Friends LIVE at The Chicago Theatre
Date: October 17, 2026 7:00 PM
Venue: The Chicago Theatre
Ben Schwartz & Friends returns to The Chicago Theatre on Oct 17, 2026 for a night of world-class improv comedy. Anything can happen — get your tickets now!
Matt Rife: Stay Golden World Tour LIVE at United Center
Date: October 25, 2026 7:00 PM
Venue: United Center
Matt Rife brings the Stay Golden World Tour to United Center in Chicago on Oct 25, 2026. The TikTok sensation headlines one of Chicago's biggest comedy shows!
Nikki Glaser: The Stunning Tour LIVE at The Chicago Theatre (Nov 14)
Date: November 14, 2026 7:00 PM
Venue: The Chicago Theatre
Nikki Glaser brings The Stunning Tour to The Chicago Theatre on Nov 14, 2026. Two nights only — catch the Saturday show before it sells out!
Daniel Sloss: BITTER LIVE at The Auditorium Theatre Chicago
Date: November 22, 2026 7:00 PM
Venue: The Auditorium
Daniel Sloss brings his brand new tour BITTER to The Auditorium Theatre in Chicago on Nov 22, 2026. Scotland's comedy superstar delivers a must-see night of stand-up!