Thu Dec 4, 2025
Roast Battle Chicago
Venue: Zanies Comedy Club - Chicago
Time: 9:15 PM
Featuring: Roast Battle Chicago
Fri Dec 5, 2025
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
First Date Comedy Gameshow
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: First Date Comedy Gameshow
Lowkey Funny Comedy Show
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Lowkey Funny Comedy Show
Sat Dec 6, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Chicago's Best Stand Up
The Nasty Show: Tiny Thickemz
Venue: The Laugh Factory - Chicago
Time: 11:30 PM
Featuring: The Nasty Show: Tiny Thickemz
Sun Dec 7, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 1:30 PM
Featuring: Second City Chicago: Rudolph Runs Wild
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:00 PM
Featuring: Chicago's Best Stand Up
Mon Dec 8, 2025
Tue Dec 9, 2025
Gwen Rose and Allies
Venue: Zanies Comedy Club - Chicago
Time: 7:00 PM
Featuring: Gwen Rose and Allies
Wed Dec 10, 2025
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 8:00 PM
Featuring: Chicago's Best Stand Up
Thu Dec 11, 2025
Whose Lie Is It Anyway
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Whose Lie Is It Anyway
What Could Go Wrong Comedy Show
Venue: The Laugh Factory - Chicago
Time: 9:00 PM
Featuring: What Could Go Wrong Comedy Show
Fri Dec 12, 2025
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Something Unexpected
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Something Unexpected
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 11:30 PM
Featuring: Chicago's Best Stand Up
Sat Dec 13, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 1:30 PM
Featuring: Second City Chicago: Rudolph Runs Wild
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Chicago's Best Stand Up
The Nasty Show: Tiny Thickemz
Venue: The Laugh Factory - Chicago
Time: 11:30 PM
Featuring: The Nasty Show: Tiny Thickemz
Sun Dec 14, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 1:30 PM
Featuring: Second City Chicago: Rudolph Runs Wild
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:00 PM
Featuring: Chicago's Best Stand Up
Mon Dec 15, 2025
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 8:00 PM
Featuring: Chicago's Best Stand Up
Tue Dec 16, 2025
Carl Payne & Reginald Ballard
Venue: City Winery - Chicago
Time: 7:30 PM
Featuring: Reginald Ballard! | Carl Payne
Fresh Faces of Chicago
Venue: The Laugh Factory - Chicago
Time: 7:30 PM
Featuring: Fresh Faces of Chicago
Wed Dec 17, 2025
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 8:00 PM
Featuring: Chicago's Best Stand Up
Thu Dec 18, 2025
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Funny Music Live - Stand Up Comics
Venue: The Laugh Factory - Chicago
Time: 9:00 PM
Featuring: Funny Music Live - Stand Up Comics
Roast Battle Chicago
Venue: Zanies Comedy Club - Chicago
Time: 9:15 PM
Featuring: Roast Battle Chicago
Fri Dec 19, 2025
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Chicago's Best Stand Up
Sat Dec 20, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Chicago's Best Stand Up
The Nasty Show: Tiny Thickemz
Venue: The Laugh Factory - Chicago
Time: 11:30 PM
Featuring: The Nasty Show: Tiny Thickemz
Sun Dec 21, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
The Early Bird Special
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: The Early Bird Special
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:00 PM
Featuring: Chicago's Best Stand Up
Angelo Colina - Spanish Performance
Venue: Zanies Comedy Club - Chicago
Time: 9:15 PM
Featuring: Angelo Colina
Mon Dec 22, 2025
Stand Ups Sit Down Comedy Showcase
Venue: The Laugh Factory - Chicago
Time: 8:00 PM
Featuring: Stand Ups Sit Down Comedy Showcase
Tue Dec 23, 2025
Fresh Faces of Chicago
Venue: The Laugh Factory - Chicago
Time: 7:30 PM
Featuring: Fresh Faces of Chicago
Fri Dec 26, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 1:30 PM
Featuring: Second City Chicago: Rudolph Runs Wild
First Date Comedy Gameshow
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: First Date Comedy Gameshow
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Something Unexpected
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Something Unexpected
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 11:30 PM
Featuring: Chicago's Best Stand Up
Sat Dec 27, 2025
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 11:00 AM
Featuring: Second City Chicago: Rudolph Runs Wild
Second City Chicago: Rudolph Runs Wild
Venue: Mainstage at Second City - Chicago
Time: 1:30 PM
Featuring: Second City Chicago: Rudolph Runs Wild
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Clued In - An Improvised Murder Mystery
Venue: Donny's Skybox Theatre at Second City - Chicago
Time: 7:00 PM
Featuring: Clued In - An Improvised Murder Mystery
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 9:15 PM
Featuring: Chicago's Best Stand Up
Chicago Comedy Show Information
- Schedule for the Comedy shows in Chicago is revised up to the minute.
- House Of Blues - Chicago and The Comedysportz Theatre both have lots of Comedy show activity coming up.
- Chicago remains one of the top locations for Comedy show tours in the US.
- Comedy Show Schedule will be some of the most anticipated Chicago Comedy shows by far.
- Tickets for all Chicago Comedy shows are protected with a 100% moneyback guarantee.
Chicago so far has a massive list of Comedy show tours visiting Chicago in the coming weeks. A selection of Comedy music's top tours are about to have shows in Chicago. Make sure to catch some of the Comedy show excitement that Chicago has to offer at some of the best venues around. Just check out the list here for all the best Chicago Comedy shows. Our Chicago show schedule is updated on a regular basis in case their are any adjustments.
