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Music & Comedy
Best of Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Saturday, November 14th
3:00 p.m. – 4:30 p.m.The Second City
1616 N. Wells St.Music & Comedy, Theatre & Performing Arts, Tours & Attractions
The Cosmic Underground Show
Step aboard for a one-of-a-kind journey where mind-reading, magic, comedy, and sci-fi collide in ways you won’t find anywhere else in Chicago. Hosted by real-life…
Saturday, November 14th
4:30 p.m. – 6:00 p.m.cosmic underground theater
3433 W Fullerton AveFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Drunk Christmas Carol
Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…
Saturday, November 14th
5:00 p.m. – 7:00 p.m.182 N. Wabash Ave., Chicago
182 N. Wabash Ave.Music & Comedy, Theatre & Performing Arts
Scott Green Lies To Your Kids
The Kids Show For Adults. It’s the all-ages magic show that’s actually fun for all ages. This is not a sweet, gentle, clap-along children’s show.…
Saturday, November 14th
6:00 p.m. – 7:00 p.m.The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,Music & Comedy
Main Character Syndrome
Main Character Syndrome is a solo character showcase by Chicago’s funniest improvisers presenting original SNL-audition ready character sketches. From Tim Robinson to Cecily Strong, iO…
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Saturday, November 14th
6:30 p.m. – 8:00 p.m.The Second City
1616 N. Wells St.Music & Comedy
Lucky Boys Confusion – Chicago, IL – Throwing the Game 25th Anniversary
Lucky Boys Confusion will perform a special hometown concert at the House of Blues Chicago on Saturday, November 14, 2026. The show is a dedicated…
Saturday, November 14th
6:30 p.m. – 9:30 p.m.Music & Comedy
Andy Haynes at The Comedy Bar
Andy Haynes is a writer, stand up and actor from Seattle, WA. His standup can be seen on Late Night with Jimmy Fallon, Conan, Comedy…
Saturday, November 14th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Nikki Glaser – The Stunning Tour
Comedian Nikki Glaser is scheduled to perform two shows in Chicago in late 2026 as part of her “The Stunning Tour”.
Saturday, November 14th
7:00 p.m. – 9:00 p.m.The Chicago Theatre
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614Music & Comedy
Michelle Wolf – Best Job in the World Tour
Michelle Wolf will perform her Best Job in the World stand-up tour live in Chicago on Saturday, November 14, 2026.
Saturday, November 14th
7:00 p.m. – 9:00 p.m.The Vic Theatre
3145 N. SheffieldMusic & Comedy
Ali Siddiq – The Custom Fit Tour
Ali Siddiq is performing live in Chicago on Saturday, November 14, 2026, at the Wintrust Arena. The celebrated master storyteller is bringing his brand-new stand-up…
Saturday, November 14th
7:00 p.m. – 9:00 p.m.Wintrust Arena
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614Music & Comedy
Saturday Night Sketch
Saturday Night Sketch brings Chicago’s best sketch comedy ensembles to the stage for a high-octane evening. From sharp political satire to mind melting absurdity, come…
Music & Comedy, Theatre & Performing Arts
Vape! The Grease Parody
Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…
Saturday, November 14th
7:30 p.m. – 8:55 p.m.Apollo Theater
2550 N. Lincoln Ave.Music & Comedy
The Best of IO
Celebrate 45 years of improvisational excellence with the Best of iO Improv. This show brings together two teams of our very best improvisers, each delivering…
Music & Comedy, Theatre & Performing Arts
The Snow Queen
THE SNOW QUEENwritten by Mallory Swisherdirected & choreographed by Stefan Roseen & Anna Roemer Once there was, and once there was not, a little girl…
Saturday, November 14th
7:30 p.m. – 9:00 p.m.The Den Theatre
1331 North Milwaukee AvenueMusic & Comedy
Instrumental Showcase
The first instrumental Showcase of the fall, this performance features music from percussion, symphony orchestra, and wind ensembles. Featuring classic and contemporary works.
Saturday, November 14th
7:30 p.m. – 9:30 p.m.Mundelein Center For The Fine & Performing Arts
1020 W Sheridan RdMusic & Comedy
Grateful Shred – Fall 2026 Tour
Grateful Shred is scheduled to perform in Chicago on Saturday, November 14, 2026, at Park West. This stop is part of their Fall 2026 tour.
Saturday, November 14th
7:30 p.m. – 10:30 p.m.Park West
322 W. Armitage AveMusic & Comedy
Julia Jacklin: 2026 North American Tour
Julia Jacklin is performing live in Chicago on Saturday, November 14, 2026, as a major stop on her newly announced North American fall tour.
Saturday, November 14th
7:30 p.m. – 10:30 p.m.The Riviera Theatre
4746 North Racine AvenueMusic & Comedy
Best of the Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Saturday, November 14th
8:00 p.m. – 9:30 p.m.The Second City
1616 N. Wells St.Music & Comedy
Sophomoric Songs
For six nights only, Will Clinger and Bill Larkin take the stage at the Stars and Garters Theater’s Rouge Room to sing the always funny,…
Music & Comedy
Andy Haynes at The Comedy Bar
Andy Haynes is a writer, stand up and actor from Seattle, WA. His standup can be seen on Late Night with Jimmy Fallon, Conan, Comedy…
Saturday, November 14th
9:00 p.m. – 10:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
The Improvised Movie: Summer Blockbusters
Are you ready for a cinematic showdown where your favorite song lyrics inspire completely improvised, never-seen-before, and never-seen-again summer movies? Join us Saturdays in July…
Saturday, November 14th
9:30 p.m. – 10:30 p.m.de Maat Theatre at Second City
230 W North AveMusic & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Saturday, November 14th
9:30 p.m. – 11:00 p.m.The Second City
1616 N. Wells St.Music & Comedy
D.A.R.E Dropouts
The final bell just rang! You better get out of the classroom and get your ass to the iO Theater for After School Special brought to you…
Saturday, November 14th
9:30 p.m. – 11:00 p.m.iO Theater
1501 N. Kingsbury St.

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