Comedy
Marquee: Musical ImprovSun, Oct 18, 2026 · 6:00 PM CDT
Chicago, IL · iO Theater
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Comedy in Chicago
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Comedy
Calimar White at The Comedy BarSun, Oct 18, 2026 · 7:00 PM CDT
Chicago, IL · The Comedy Bar
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Comedy
Lightly Toasted Standup ShowcaseNext published session: Sun, Oct 18, 2026 · 7:00 PM CDT – 9:00 PM CDT
Chicago, IL · The Home Comedy Theater
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Comedy
Harold NightNext published session: Sun, Oct 18, 2026 · 7:30 PM CDT – 9:00 PM CDT
Chicago, IL · iO Theater
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Comedy
Deep SchwaNext published session: Sun, Oct 18, 2026 · 8:00 PM CDT – 9:30 PM CDT
Chicago, IL · iO Theater
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Comedy
Late Nite Mic with Vik Pandya at The Comedy BarNext published session: Mon, Oct 19, 2026 · 7:00 PM CDT – 9:00 PM CDT
Chicago, IL · The Comedy Bar
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Comedy
The Armando DiazNext published session: Mon, Oct 19, 2026 · 7:00 PM CDT – 8:30 PM CDT
Chicago, IL · iO Theater
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Comedy
$10 Improv NightNext published session: Mon, Oct 19, 2026 · 9:00 PM CDT – 10:00 PM CDT
Chicago, IL · iO Theater
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Comedy
Tomato Throw Show at The Comedy BarNext published session: Tue, Oct 20, 2026 · 7:00 PM CDT – 9:00 PM CDT
Chicago, IL · The Comedy Bar
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Comedy
Respawn Improv with Blue.0Next published session: Wed, Oct 21, 2026 · 6:00 PM CDT – 7:00 PM CDT
Chicago, IL · iO Theater
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Comedy
Best of Chicago Comedy – ChicagoNext published session: Thu, Oct 22, 2026 · Time not announced
Chicago, IL · The Foundation Room at House Of Blues – Chicago
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Comedy
Crowd Work Wednesday at The Comedy BarWed, Oct 21, 2026 · 7:00 PM CDT
Chicago, IL · The Comedy Bar
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Theater & dance
RAD. a fun show.Next published session: Wed, Oct 21, 2026 · 7:00 PM CDT – 9:00 PM CDT
Chicago, IL · Goblin Market Manga & Curiosities
FreeSource checked
Comedy
Hooch & Holler Comedy ShowNext published session: Wed, Oct 21, 2026 · 9:00 PM CDT – 11:00 PM CDT
Chicago, IL · Bordel Cocktail & Cabaret
Price not confirmedSource checked
Comedy
The Fizz ShowNext published session: Wed, Oct 21, 2026 · 10:00 PM CDT – 11:00 PM CDT
Chicago, IL · iO Theater
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Comedy
OhJay Lamont & Friends at The Comedy BarNext published session: Thu, Oct 22, 2026 · 7:00 PM CDT – 9:00 PM CDT
Chicago, IL · The Comedy Bar
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Comedy
Stone and Stone: On the RoadThu, Oct 22, 2026 · 7:00 PM CDT
Chicago, IL · The Den Theatre
Price not confirmedSource checked
Comedy
Improv The PlayNext published session: Thu, Oct 22, 2026 · 7:30 PM CDT – 9:00 PM CDT
Chicago, IL · iO Theater
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Theater & dance
Natan Badalov presents: Community Service – A Comedy ShowThu, Oct 22, 2026 · 7:30 PM CDT
Chicago, IL · Red Room Comedy Club
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Comedy
Set In Chicago – Improvised Spooky Movie SequelsNext published session: Thu, Oct 22, 2026 · 7:30 PM CDT – 8:30 PM CDT
Chicago, IL · de Maat Theatre at Second City
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Comedy
Thursday Night Improv Hosted by Cream BoyNext published session: Thu, Oct 22, 2026 · 7:30 PM CDT – 9:00 PM CDT
Chicago, IL · iO Theater
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Theater & dance
Sketch PlaylistNext published session: Thu, Oct 22, 2026 · 9:30 PM CDT – 10:30 PM CDT
Chicago, IL · iO Theater
Price not confirmedSource checked
Comedy
BlueprintNext published session: Thu, Oct 22, 2026 · 10:00 PM CDT – 11:00 PM CDT
Chicago, IL · iO Theater
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Theater & dance
The Ass Menagerie Presents: FRIGHT CLUBNext published session: Fri, Oct 23, 2026 · 8:00 AM CDT – 5:00 PM CDT
Chicago, IL · The Den Theatre
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Comedy
Adam Ray – Chicago – Who Is Me TourFri, Oct 23, 2026 · 7:00 PM CDT
Chicago, IL · Historic Main Stage at Athenaeum Center
Price not confirmedSource checked
Comedy
Randy Feltface – Gimmick TourFri, Oct 23, 2026 · 7:00 PM CDT
Chicago, IL · The Vic Theatre
Price not confirmedSource checked
Comedy
Zar the Star at The Comedy BarNext published session: Fri, Oct 23, 2026 · 7:00 PM CDT – 8:30 PM CDT
Chicago, IL · The Comedy Bar
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Comedy
Devil’s DaughterNext published session: Fri, Oct 23, 2026 · 7:30 PM CDT – 9:00 PM CDT
Chicago, IL · iO Theater
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Comedy
Missed Call Sketch Comedy ShowNext published session: Fri, Oct 23, 2026 · 8:00 PM CDT – 9:00 PM CDT
Chicago, IL · The Annoyance Theatre
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Comedy
Honk! A Short Form Improv ShowNext published session: Fri, Oct 23, 2026 · 9:00 PM CDT – 10:00 PM CDT
Chicago, IL · Malarkey Comedy Company
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