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Music & Comedy, Theatre & Performing Arts
Voila: The Improvised Musical
iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…
Friday, October 9th
10:00 p.m. – 11:30 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, Theatre & Performing Arts
Hitch*Cocktails
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Friday, October 9th
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
Operation Mincemeat: A New Musical
How did a dead body, a fake love letter, and — of all people — Ian Fleming turn the tide of World War II? Olivier…
Theatre & Performing Arts
The 8th Dwarf
Binkley, an outsider dwarf from the Kingdom of Magical Land, is quiet, timid and scared of the dark — not exactly the best characteristics for…
Saturday, October 10th
2:00 p.m. – 3:00 p.m.Bughouse Theater
1910 West Irving Park RoadMusic & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Saturday, October 10th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Theatre & Performing Arts
FreakShow & Tell
21+ ONLY Brianna Wellen, Chicago Reader: Sideshow entertainer Thom Britton’s solo show is part performance, part demonstration. Britton is a charismatic performer who appears genuinely…
Saturday, October 10th
7:00 p.m. – 8:30 p.m.Stars & Garters Theater
3914 N. Clark St.Theatre & Performing Arts
Jekyll& Hyde
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse at…
Saturday, October 10th
7:00 p.m. – 10:00 p.m.Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Saturday, October 10th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorTheatre & Performing Arts
Redtwist Theatre’s “‘Night Mother” By Marsha Norman
Award-winning Redtwist Theatre announces the cast and creative team for ‘night Mother, April 16 – May 24, by Marsha Norman and directed by Executive Artistic…
Saturday, October 10th
7:30 p.m. – 9:30 p.m.Redtwist Theatre
1044 W. Bryn Mawr AveTheatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Saturday, October 10th
8:00 p.m. – 9:30 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Saturday, October 10th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Theatre & Performing Arts
Operation Mincemeat: A New Musical
How did a dead body, a fake love letter, and — of all people — Ian Fleming turn the tide of World War II? Olivier…
Theatre & Performing Arts
The 8th Dwarf
Binkley, an outsider dwarf from the Kingdom of Magical Land, is quiet, timid and scared of the dark — not exactly the best characteristics for…
Sunday, October 11th
2:00 p.m. – 3:00 p.m.Bughouse Theater
1910 West Irving Park RoadTheatre & Performing Arts
Kanan Gill Live!
Kanan Gill will perform his brand-new stand-up show in Chicago on Sunday, October 11, 2026.
Sunday, October 11th
7:00 p.m. – 9:00 p.m.Park West
322 W Armitage AveTheatre & Performing Arts
Jekyll& Hyde
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse at…
Sunday, October 11th
7:00 p.m. – 10:00 p.m.Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
Jekyll& Hyde
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse at…
Monday, October 12th
7:00 p.m. – 10:00 p.m.Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & Performing Arts
Jekyll& Hyde
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse at…
Tuesday, October 13th
7:00 p.m. – 10:00 p.m.Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Comic Court: Chicago’s #1 Comedy Court Show
Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…
Tuesday, October 13th
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United StatesTheatre & Performing Arts
Jekyll& Hyde
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse at…
Wednesday, October 14th
7:00 p.m. – 10:00 p.m.Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Wednesday, October 14th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & Comedy, Theatre & Performing Arts
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,…
Wednesday, October 14th
10:00 p.m. – 11:00 p.m.iO Theater
1501 N. Kingsbury St.Theatre & Performing Arts
Jekyll& Hyde
Kokandy Productions’ critically acclaimed revival of the 10-time 2025 Jeff Award–nominated musical JEKYLL & HYDE will make its Broadway In Chicago debut at the Broadway Playhouse at…
Thursday, October 15th
7:00 p.m. – 10:00 p.m.Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Music & Comedy, Theatre & Performing Arts
Dumb and Drummer
Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…
Thursday, October 15th
7:30 p.m. – 9:00 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.

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