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Music & Comedy
Festivals, 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…
Music & Comedy
Respawn Improv with Blue.0
A weekly improv show hosted by Blue.0 and featuring a rotating cast of indie teams formed right here at The iO Theater! Each Wednesday at…
Music & Comedy, Theatre & Performing Arts
Drunk Christmas Carol
Step into Drunk Shakespeare Chicago as Dickens gets a boozy holiday shake-up
Music & Comedy
Chicago’s Best Comedy Show at The Comedy Bar
Join Chicago’s best comedians for a hilarious night of stand-up comedy, pizza, and nonstop laughs!
Music & Comedy
Two Idiot Girls LIVE
The unfiltered sister duo Drew and Deison Afualo are bringing their popular comedy podcast tour, Two Idiot Girls LIVE, to Chicago on Wednesday, November 11,…
Music & Comedy
Play Time
A showcase of 3 short plays by select writing teams and featuring a cast of iO Theater performers. It’s experimental, it’s follow-the-fun, it’s Play Time. Plays…
Music & Comedy
Shyne & Lil Cease – Chicago – 2622 LGND Tour
Hip-hop icons Shyne and Lil Cease will perform live in Chicago on Wednesday, November 11, 2026, at 7:30 PM. The joint performance is a headlining…
Music & Comedy
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
Music & Comedy
The 11pm Show
Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…
Music & Comedy
Best of Chicago Comedy – Chicago
Get ready for a night of laughter at the “Best of Chicago Comedy – Chicago,” where some of the city’s most talented comedians take the…
Festivals, 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…
Music & Comedy
VOILÀ – Moonbloom Tour
VOILÀ is performing live in Chicago on Thursday, November 12, 2026, as a headlining stop on their “Moonbloom Tour”. Supporting Lineups: The high-energy pop-rock duo…
Festivals, Fairs & Special Events, Music & Comedy
Donnell Rawlings Live at Park West | 312 Comedy Festival | Sponsored by incredibles Edibles
Donnell Rawlings, the comedian behind Ashy Larry on Chappelle’s Show and the Netflix stand-up special A New Day, brings his Black & Mild Tour to…
Music & Comedy
Amber Autry – Happy Holler Tour
Stand-up comedian Amber Autry will perform live in Chicago on Thursday, November 12, 2026, as part of her Happy Holler Tour.
Music & Comedy
OhJay Lamont & Friends at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…
Music & Comedy, Theatre & Performing Arts
Don Pasquale Returns to Lyric Opera of Chicago
Immerse yourself in the rococo grandeur of 19th-century Rome in this fizzy comedy of errors, returning to the Lyric Opera of Chicago stage for the…
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…
Music & Comedy
Improv The Play
With the help of some of Chicago’s best actors, Improv: The Play is a new, hybrid version of long form improv happening only at the…
Music & Comedy
Thursday Night Improv Hosted by Cream Boy
If you’re looking for a date night, girls’ night out, or a mandatory work outing (that your staff will actually like) — Look no further!…
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…
Music & Comedy
Donnell Rawlings – Chicago, IL – Black & Mild Tour
Comedian, actor, and Chappelle’s Show icon Donnell Rawlings will be bringing his live stand-up tour to Chicago on Nov. 12, 2026.
Music & Comedy
Charles Wesley Godwin – The Christian Name Tour
Charles Wesley Godwin is performing live in Chicago on Thursday, November 12, 2026, as part of “The Christian Name Tour”.
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, Theatre & Performing Arts
Sketch Playlist
Nominated “Best Comedy Show” by the Chicago Reader (2025), Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the…
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