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Festivals, Fairs & Special Events, Music & Comedy

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October 11, 2026: Oct11
Music & Comedy
Taste of Chaos: Hollywood Undead & In This Moment
The iconic Taste of Chaos Tour is officially returning after a 10-year hiatus, stopping in Chicago on Sunday, October 11, 2026. Co-Headliners: Hollywood Undead &…
Uptown
Event details
Sunday, October 11th
6:00 p.m. – 11:00 p.m.
Aragon Ballroom
Oct11
Music & Comedy
Jordan Jensen Live
Stand-up comedian Jordan Jensen is scheduled to perform live in Chicago, Illinois on Sunday, October 11, 2026.
Event details
Sunday, October 11th
7:00 p.m. – 9:00 p.m.
The Vic Theatre
3145 N. Sheffield
Oct11
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
Sunday, October 11th
7:00 p.m. – 10:00 p.m.
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United Center
1901 W Madison St,
Oct11
Music & Comedy
Interpol – 2026 North American Tour
Interpol is performing at The Salt Shed in Chicago on Sunday, October 11, 2026. Special Guest: DIIV.
Event details
Sunday, October 11th
7:00 p.m. – 10:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Oct11
Music & Comedy
Metaphor: ReFantazio Orchestra Concert
Experience the magnificent orchestral concert featuring music from ATLUS’s award-winning RPG, Metaphor: ReFantazio! After premiering in Japan in 2025 and selling out immediately, this spectacular…
Loop
Event details
Sunday, October 11th
8:00 p.m. – 10:00 p.m.
Auditorium
50 East Ida B. Wells Drive
October 12, 2026: 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.
See all events in series
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
322 W Armitage Ave
October 13, 2026: Oct13
Music & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Event details
Tuesday, October 13th
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
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
Oct13
Festivals, 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,…
Event details
Tuesday, October 13th
9:00 p.m. – 10:30 p.m.
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The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
October 14, 2026: 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, Theatre & Performing Arts
The Orbit
The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…
Lincoln Park
Event details
Wednesday, October 14th
9:00 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
Oct14
Music & 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…
Event details
Wednesday, October 14th
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Oct14
Music & 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,…
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.
October 15, 2026: Oct15
Music & Comedy
DuSummer Live Music Series
DuSummer Music Series 2026 Get ready for an unforgettable summer of music at the DuSable Museum Outdoor Courtyard! Join us every other Thursday for some…
Event details
Thursday, October 15th
6:00 p.m. – 9:00 p.m.
See all events in series
Dusable Black History Museum and Cultural Centwe
740 East 57th Place
Oct15
Music & Comedy
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…
Event details
Thursday, October 15th
7:00 p.m. – 8:30 p.m.
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Morgan’s On Fulton
950 W Fulton Market
Oct15
Music & 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…
Event details
Thursday, October 15th
7:30 p.m. – 9:00 p.m.
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The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Oct15
Music & Comedy
Daði Freyr – Too Much, Not Enough Tour
Daði Freyr is scheduled to perform in Chicago on Thursday, October 15, 2026, as part of his “Too Much, Not Enough” North American Tour. Special…
Event details
Thursday, October 15th
7:30 p.m. – 10:30 p.m.
The Vic Theatre
3145 N. Sheffield
Oct15
Music & Comedy
Robert Plant – Up the Sharp End Tour
Robert Plant is performing live in Chicago on Thursday, October 15, 2026, at The Chicago Theatre. This highly anticipated performance serves as the grand finale…
Loop
Event details
Thursday, October 15th
7:30 p.m. – 10:30 p.m.
The Chicago Theatre
175 N. State
Oct15
Music & Comedy
Camilo – Worldwide Tour 2026
Camilo is scheduled to perform at the Rosemont Theatre on Thursday, October 15, 2026.
Event details
Thursday, October 15th
8:00 p.m. – 11:00 p.m.
Rosemont Theatre
October 16, 2026: Oct16
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 16th
7:00 p.m. – 8:00 p.m.
See all events in series
The Neo-Futurist Theater
5153 N. Ashland Ave.

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