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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, September 19th
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorMusic & 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…
Saturday, September 19th
9:00 p.m. – 10:30 p.m.iO Theater
1501 N. Kingsbury St.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, September 19th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
Magic Mondays
Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…
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.…
Tuesday, September 22nd
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Weezer – The Gathering Tour
Weezer is scheduled to perform in Chicago on Tuesday, September 22, 2026, as part of their “The Gathering” Tour. Special Guests: The show will feature…
Tuesday, September 22nd
7:00 p.m. – 10:00 p.m.United Center
1901 W Madison St,Music & Comedy
Iron Maiden Live In Chicago – Run For Your Lives Tour 2026
English heavy metal legends Iron Maiden brings the Run For Your Lives 2026 World Tour to Credit Union 1 Amphitheatre in Tinley Park, IL, on…
Tuesday, September 22nd
7:15 p.m. – 11:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & Comedy
World of Warcraft: 20 Years of Music
The “World of Warcraft®: 20 Years of Music” World Tour is an immersive live concert experience featuring a full symphonic orchestra and choir, accompanied by…
Tuesday, September 22nd
8:00 p.m. – 10:00 p.m.Auditorium
50 East Ida B. Wells DriveFestivals, 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, September 22nd
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 North Milwaukee AvenueMusic & Comedy
Staind, Seether, & Hinder – Break The Cycle Anniversary Tour 2026
Staind will perform in the Chicago area on Wednesday, September 23, 2026, as part of their Break The Cycle 25th Anniversary Tour. The show features…
Wednesday, September 23rd
6:00 p.m. – 11:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & Comedy
World of Warcraft: 20 Years of Music
The “World of Warcraft®: 20 Years of Music” World Tour is an immersive live concert experience featuring a full symphonic orchestra and choir, accompanied by…
Wednesday, September 23rd
8:00 p.m. – 10:00 p.m.Auditorium
50 East Ida B. Wells DriveMusic & 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, September 23rd
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, September 23rd
10:00 p.m. – 11:00 p.m.iO Theater
1501 N. Kingsbury St.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…
Thursday, September 24th
7:00 p.m. – 8:30 p.m.Morgan’s On Fulton
950 W Fulton MarketMusic & Comedy
Two Door Cinema Club – Tourist History Tour
Two Door Cinema Club is scheduled to perform in Chicago on Thursday, September 24, 2026. This concert serves as the kickoff for their North American…
Thursday, September 24th
7:00 p.m. – 10:00 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & 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…
Friday, September 25th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy, Theatre & Performing Arts
The Last Word
The Last Word is the first 4 course craft cocktail progression paired with a screenplay. 6 actors come on stage and read through a high…
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.…
Music & Comedy
Laura Ramoso – The Calm Down Tour
Laura Ramoso is scheduled to perform in Chicago on Friday, September 25, 2026, as part of her “The Calm Down Tour”.
Friday, September 25th
7:30 p.m. – 9:30 p.m.The Chicago Theatre
175 N. StateMusic & Comedy
Michael Shannon & Jason Narducy
Michael Shannon & Jason Narducy will perform live at Riviera Theatre on Sep. 25, 2026.
Friday, September 25th
7:30 p.m. – 10:30 p.m.The Riveria Theater
4746 N Racine AveMusic & 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.…
Friday, September 25th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy
Paula Cole – THIS FIRE: 30
Paula Cole is bringing her “THIS FIRE: 30” anniversary tour to Chicago in late 2026 to celebrate the 30th anniversary of her breakthrough album.
Friday, September 25th
8:00 p.m. – 11:00 p.m.Thalia Hall
1807 South Allport StreetMusic & 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…
Friday, September 25th
9:00 p.m. – 10:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & 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, September 25th
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,

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