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
WGCI Big Jam: GloRilla, Sexyy Red, Tink, BossMan Dlow & Big Boogie
Venue: United Center
Time: 7:00 PM
Featuring: WGCI Big Jam
Universal Togetherness Band
Venue: The Empty Bottle
Time: 9:00 PM
Featuring: Universal Togetherness Band
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
Outcast Jazz Band's Big Band Dance Party
Venue: Epiphany Hall at Epiphany Center for the Arts
Time: 6:00 PM
Featuring: Various Artists
Chicago's Best Stand Up
Venue: The Laugh Factory - Chicago
Time: 7:00 PM
Featuring: Chicago's Best Stand Up
Samantha Fish, Cedric Burnside & Jon Spencer
Venue: House Of Blues - Chicago
Time: 7:00 PM
Featuring: Samantha Fish
Daniel Villarreal - Artist
Venue: The Promontory
Time: 9:00 PM
Featuring: Daniel Villarreal - Artist
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
Twisted 2025 (Includes Ticket to AJR, Cake, Third Eye Blind & Sublime Shows) - 4 Day Pass
Venue: Byline Bank Aragon Ballroom
Time: To Be Announced
Featuring: Twisted 2025
Gwen Rose and Allies
Venue: Zanies Comedy Club - Chicago
Time: 7:00 PM
Featuring: Gwen Rose and Allies
A Chanticleer Christmas
Venue: Orchestra Hall At Chicago Symphony Center
Time: 7:30 PM
Featuring: A Chanticleer Christmas
Home For The Yeehawlidays
Venue: The Empty Bottle
Time: 9:00 PM
Featuring: Home For The Yeehawlidays
