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October 1, 2026: Oct1
Music & Comedy
Roast Battle at Zanies
Roast Battle Is @ Zanies Chicago! From the hit Comedy Central series, Roast Battle, brought to you by the team with over 200,000 online followers, Roast Battle…
Uptown
Event details
Thursday, October 1st
9:00 p.m. – 11:00 p.m.
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Zanies Comedy Club
5437 Park Place
October 2, 2026: Oct2
Music & 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…
Andersonville
Event details
Friday, October 2nd
7:00 p.m. – 8:00 p.m.
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The Neo-Futurist Theater
5153 N. Ashland Ave.
Oct2
Music & Comedy
Devil’s Daughter
The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Lincoln Park
Event details
Friday, October 2nd
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct2
Music & Comedy
MrBallen: Lights Out Live
MrBallen is scheduled to bring his “Lights Out Live” show to Chicago on Friday, October 2, 2026.
Loop
Event details
Friday, October 2nd
7:30 p.m. – 9:30 p.m.
The Chicago Theatre
175 N. State
Oct2
Music & Comedy
Bill Burr Live Tour 2026
Bill Burr is performing live in Chicago on Friday, October 2, 2026, as part of his newly announced stand-up tour.
Loop
Event details
Friday, October 2nd
7:30 p.m. – 9:30 p.m.
The Chicago Theatre
175 N. State
Oct2
Music & Comedy
DJ Shadow – Endtroducing 30th Anniversary Tour
DJ Shadow is performing at The Vic Theatre in Chicago on Friday, October 2, 2026. The show is part of his “Endtroducing 30th Anniversary Tour,”…
Event details
Friday, October 2nd
7:30 p.m. – 10:30 p.m.
The Vic Theatre
3145 N. Sheffield
Oct2
Music & Comedy
LE SSERAFIM – PUREFLOW Tour
LE SSERAFIM is bringing their newly announced “PUREFLOW Tour” to the United Center in Chicago on Friday, October 2, 2026.
West Loop
Event details
Friday, October 2nd
7:30 p.m. – 10:30 p.m.
United Center
1901 W Madison St,
Oct2
Music & Comedy
Mastodon – The Poisonous Weapons Tour
Mastodon is performing live in Chicago on Friday, October 2, 2026, headlining a massive heavy music lineup on “The Poisonous Weapons Tour”. Supporting Lineup: This…
Uptown
Event details
Friday, October 2nd
7:30 p.m. – 11:00 p.m.
The Riveria Theater
4746 N Racine Ave
Oct2
Music & Comedy
Devil’s Daughter
The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…
Lincoln Park
Event details
Friday, October 2nd
8:00 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Oct2
Music & Comedy, Theatre & Performing Arts
Honk! A Short Form Improv Show
Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…
Event details
Friday, October 2nd
9:00 p.m. – 10:00 p.m.
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Malarkey Comedy Company
1501 N Kingsbury St
Oct2
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…
Event details
Friday, October 2nd
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,
Oct2
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…
Lakeview
Event details
Friday, October 2nd
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
October 3, 2026: Oct3
Music & Comedy
Stargazers Adventure Club
Blast off with Stargazers Adventure Club in Planetary Games, an interactive space spectacular where imagination fuels the fun! You’ll learn planetary facts from out-of-this-world host,…
Event details
Saturday, October 3rd
10:00 a.m. – 11:30 a.m.
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Stars & Garters Theater
3914 N. Clark St.
Oct3
Music & 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…
Andersonville
Event details
Saturday, October 3rd
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.
Oct3
Music & Comedy
Bill Burr Live Tour 2026
Bill Burr will perform live at The Chicago Theatre on Saturday, October 3, 2026, at 7:00 PM as part of his Bill Burr Live stand-up…
Loop
Event details
Saturday, October 3rd
7:00 p.m. – 9:00 p.m.
The Chicago Theatre
175 N. State
Oct3
Music & 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…
Old Town
Event details
Saturday, October 3rd
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Oct3
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…
Old Town
Event details
Saturday, October 3rd
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St., Theater on the Second Floor
Oct3
Music & Comedy
Doja Cat – Tour Ma Vie World Tour
GRAMMY award-winning global superstar Doja Cat is bringing the Tour Ma Vie World Tour to United Center on October 3, 2026!
West Loop
Event details
Saturday, October 3rd
7:30 p.m. – 10:30 p.m.
United Center
1901 W Madison St,
Oct3
Music & Comedy
Mt. Joy – Hope We Have Fun 2026 Tour: Part 2
Philadelphia‑based indie rock band Mt. Joy will perform live at Huntington Bank Pavilion at Northerly Island on Oct. 3, 2026.
South Loop
Event details
Saturday, October 3rd
8:00 p.m. – 11:00 p.m.
Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.
Oct3
Music & Comedy
Banda MS – SOMOS MS 2026 Tour
Banda MS is scheduled to perform in Rosemont on Saturday, October 3, 2026, as part of their “SOMOS MS 2026 Tour”.
Event details
Saturday, October 3rd
8:00 p.m. – 11:00 p.m.
Allstate Arena
6920 Mannheim Road
Oct3
Music & Comedy
Cristian Castro – Nada Solo Exitos Tour
Cristian Castro is bringing his Nada Solo Exitos Tour 2026 to the Rosemont Theatre on Saturday, October 3, 2026. This highly anticipated performance will feature…
Event details
Saturday, October 3rd
8:00 p.m. – 11:00 p.m.
Rosemont Theatre
Oct3
Music & Comedy
The Chicks – Taking The Long Way 20th Anniversary Tour
The Chicks are performing live in Chicago for a special two-night stand on Saturday, October 3, 2026, and Sunday, October 4, 2026, as part of…
Loop
Event details
Saturday, October 3rd
8:30 p.m. – 11:30 p.m.
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Auditorium
50 East Ida B. Wells Drive
Oct3
Music & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Lincoln Park
Event details
Saturday, October 3rd
9:00 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct3
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…
Lakeview
Event details
Saturday, October 3rd
9:30 p.m. – 10:30 p.m.
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The Annoyance Theatre
851 W. Belmont Ave.

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