events-cat-music-comedy

Upcoming Chicago Events

Check out what's happening all around Chicago.

October 12, 2026: Oct12
Music & Comedy
The Armando Diaz
It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…
Lincoln Park
Event details
Monday, October 12th
7:00 p.m. – 8:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct12
Music & 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…
Old Town
Event details
Monday, October 12th
7:00 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
Oct12
Music & Comedy
Late Nite Mic w/ Vik Pandya at The Comedy Bar
Vik Pandya is a nationally touring stand up comic based in Chicago. Known for his sharp self-deprecation, observational humor on dating, & hilarious crowd work,…
River North
Event details
Monday, October 12th
7:00 p.m. – 9:00 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Oct12
Music & Comedy
Olivia Rodrigo – The Unraveled Tour
Olivia Rodrigo is bringing “The Unraveled Tour” to the United Center in Chicago for two nights on Sunday, October 11 and Monday, October 12, 2026.…
West Loop
Event details
Monday, October 12th
7:00 p.m. – 10:00 p.m.
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United Center
1901 W Madison St,
Oct12
Music & Comedy
The Rest Is Politics – Podcast
The Rest Is Politics: US podcast, hosted by Katty Kay and Anthony Scaramucci, is coming to Chicago on October 12, 2026, for a live show…
Event details
Monday, October 12th
7:30 p.m. – 9:30 p.m.
Park West
1901 W. Madison Street, Chicago
Oct12
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
DETROIT ’67
Detroit ’67 A Play by Dominique Morisseau Directed by Aaron Reese Boseman Running through November 1, 2026 ★★★★ “HIGHLY RECOMMENDED. THE CAST IS FIRE!” –Bonnie…
Event details
Monday, October 12th
7:30 p.m. – 10:30 p.m.
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eta Creative Arts Foundation
7558 S South Chicago Ave
Oct12
Music & Comedy
$10 Improv Night
All the cool kids stay out late on a school night! Join new teams as they deliver a short and sweet show filled with laughter…
Lincoln Park
Event details
Monday, October 12th
9:00 p.m. – 10:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct12
Oct13
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…
Lincoln Park
Event details
Monday, October 12th
11:00 p.m. – Tuesday, October 13th
12:00 a.m.
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iO Theater
1501 N. Kingsbury St.
October 13, 2026: Oct13
Music & Comedy
Tomato Throw Show at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
River North
Event details
Tuesday, October 13th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Oct13
Music & Comedy, Theatre & Performing Arts
Don Giovanni
The path to damnation never sounded so sweet The 2026/27 Season kicks off with a thrilling fable of deceit and retribution. Sharp humor, high drama,…
Loop
Event details
Tuesday, October 13th
7:00 p.m. – 10:30 p.m.
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Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Oct13
Music & Comedy
MONSTA X – 2026 MONSTA X WORLD TOUR [THE X : NEXUS]
MONSTA X is scheduled to perform in the Chicago area on Tuesday, October 13, 2026, as part of their 2026 MONSTA X WORLD TOUR [THE…
Event details
Tuesday, October 13th
8:00 p.m. – 11:00 p.m.
Rosemont Theatre
Oct13
Music & Comedy
Jessie Ware – Superbloom Tour
Jessie Ware will perform at the Byline Bank Aragon Ballroom on Tuesday, October 13, 2026, as part of her Superbloom Tour. Special Guests: Performances by…
Uptown
Event details
Tuesday, October 13th
8:00 p.m. – 11:00 p.m.
Aragon Ballroom
1106 W. Lawrence Ave., Chicago, IL 60640
Oct13
Oct14
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…
Lincoln Park
Event details
Tuesday, October 13th
11:00 p.m. – Wednesday, October 14th
12:00 a.m.
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iO Theater
1501 N. Kingsbury St.
October 14, 2026: Oct14
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…
Lincoln Park
Event details
Wednesday, October 14th
6:00 p.m. – 7:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct14
Music & Comedy
Crowd Work Wednesday at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…
River North
Event details
Wednesday, October 14th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Oct14
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…
Lincoln Park
Event details
Wednesday, October 14th
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct14
Music & Comedy
Michael Franti Trio – Chicago – Heartstrings & Dynamite Tour
Uplifting singer-songwriter and activist Michael Franti Trio is bringing the newly announced “Heartstrings & Dynamite Tour” to Chicago, Illinois on Wednesday, October 14, 2026. The…
Event details
Wednesday, October 14th
7:30 p.m. – 10:30 p.m.
Park West
1901 W. Madison Street, Chicago
Oct14
Music & Comedy
Chrono Trigger Orchestra Concert: Melodies Across Time
The legendary adventure transcends time once more—now through music. In celebration of Chrono Trigger’s enduring legacy, the timeless journey beloved by generations is brought back…
Loop
Event details
Wednesday, October 14th
8:00 p.m. – 10:00 p.m.
Auditorium
50 East Ida B. Wells Drive
Oct14
Music & Comedy
Smashing Pumpkins – The Rats In A Cage Tour
The Smashing Pumpkins are scheduled to perform live in Chicago, Illinois on Wednesday, October 14, 2026 as part of “The Rats In A Cage Tour.”
West Loop
Event details
Wednesday, October 14th
8:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St,
Oct14
Music & Comedy
Álvaro Díaz – OMAKASE TOUR
Puerto Rican urban and reggaeton star Álvaro Díaz will kick off the U.S. leg of his massive headlining run, the OMAKASE TOUR, in Chicago on…
Uptown
Event details
Wednesday, October 14th
8:00 p.m. – 11:00 p.m.
The Riveria Theater
4746 N Racine Ave
Oct14
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,…
Lincoln Park
Event details
Wednesday, October 14th
10:00 p.m. – 11:00 p.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
Oct14
Oct15
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…
Lincoln Park
Event details
Wednesday, October 14th
11:00 p.m. – Thursday, October 15th
12:00 a.m.
See all events in series
iO Theater
1501 N. Kingsbury St.
October 15, 2026: Oct15
Music & Comedy
Best of Chicago Comedy – Chicago
Get ready for a night filled with laughter as the “Best of Chicago Comedy – Chicago” takes the stage at The Foundation Room at House…
Event details
Thursday, October 15th
The Foundation Room at House Of Blues – Chicago
329 N Dearborn St, Chicago,
Oct15
Museums, Galleries & Exhibitions, Music & Comedy
Silent Disco: Pop Diva Decades at Museum of Ice Cream
Museum of Ice Cream is closing out its Thursday evening series with Silent Disco: Pop Diva Decades. Guests can grab a pair of wireless headphones…
Event details
Thursday, October 15th
6:00 p.m. – 9:00 p.m.
Museum of Ice Cream
435 North Michigan Ave

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