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Music & Comedy, Theatre & Performing Arts
Wheel of Improv
Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…
Music & Comedy
Julio Torres Live
Julio Torres is scheduled to perform in Chicago on Sunday, May 17, 2026, for his “Works in Progress” show.
Sunday, May 17th
7:30 p.m. – 9:30 p.m.Park West
322 W Armitage AveMusic & Comedy
Good Kid – Can We Hang Out? 2026 Tour
Toronto indie rock band Good Kid /w special guest Inoha will perform live at Chicago’s Riviera Theatre on May 17, 2026.
Sunday, May 17th
7:30 p.m. – 10:30 p.m.The Riveria Theater
4746 N Racine AveMusic & Comedy
Bruno Mars – The Romantic Tour
16-time Grammy winner Bruno Mars /w special guests Leon Thomas & DJ Pee.Wee will perform live at Chicago’s Soldier Field on May 16-17, 2026.
Sunday, May 17th
7:30 p.m. – 11:30 p.m.Soldier Field
1410 Special Olympics DriveMusic & Comedy, Theatre & Performing Arts
moonwatchers
It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…
Sunday, May 17th
8:00 p.m. – Wednesday, June 3rd
2:30 p.m.Greenhouse Theater Center
2257 North Lincoln AvenueMusic & 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
Chaos and Carnage: Thy Art Is Murder, Carnifex & Bodysnatcher
The Chaos and Carnage 2026 tour will be at the Ramova Theatre in Chicago on Tuesday, May 19, 2026. This year’s installment features a massive…
Tuesday, May 19th
4:45 p.m. – 10:00 p.m.Ramova Theatre
3520 S. Halsted St.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, May 19th
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Joe Jackson – Hope and Fury Tour
Joe Jackson and his band are scheduled for a two-night residency at Park West in Chicago on Tuesday, May 19, and Wednesday, May 20, 2026.…
Music & Comedy
Khalid – It’s Always Summer Somewhere 2026 Tour
Multi-platinum artist Khalid /w special guest Lauv will perform live at Chicago’s Huntington Bank Pavilion at Northerly Island on May 20, 2026.
Wednesday, May 20th
7:30 p.m. – 10:30 p.m.Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.Music & Comedy
Chet Faker – A Love For Strangers World Tour
Chet Faker is scheduled to perform in Chicago on Wednesday, May 20, 2026, as part of his A Love For Strangers World Tour. This tour…
Wednesday, May 20th
7:30 p.m. – 10:30 p.m.The Vic Theatre
3145 N. SheffieldMusic & Comedy
Joe Jackson – Hope and Fury Tour
Joe Jackson and his band are scheduled for a two-night residency at Park West in Chicago on Tuesday, May 19, and Wednesday, May 20, 2026.…
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…
Wednesday, May 20th
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,…
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, May 21st
7:00 p.m. – 8:30 p.m.Morgan’s On Fulton
950 W Fulton MarketMusic & Comedy, Theatre & Performing Arts
Dark Side of the Pillow Sketch Comedy Show
The thoughts you have at 2 a.m.? We put them on stage. Looking for a night out that feels unmistakably Chicago? Dark Side of the…
Thursday, May 21st
7:30 p.m. – 8:30 p.m.The De Matt Theater at The Second City
230 W North AveMusic & 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, May 21st
7:30 p.m. – 9:00 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.Music & Comedy
Concrete Boys – It’s Us Vol. 2 Tour
Concrete Boys is scheduled to perform in Chicago on Thursday, May 21, 2026, as part of their “It’s Us Vol. 2 Tour”.
Thursday, May 21st
7:30 p.m. – 10:30 p.m.Park West
322 W Armitage AveMusic & Comedy
Slide Away
The Slide Away 2026 festival will take place in Chicago over two nights, Friday, May 22, and Saturday, May 23, 2026. The festival features a…
Music & Comedy
Kid Cudi – Rebel Ragers Tour
Grammy-winning rapper and songwriter Kid Cudi is scheduled to perform in the Chicago area on Friday, May 22, 2026, as part of The Rebel Ragers…
Friday, May 22nd
6:30 p.m. – 10:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & 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, May 22nd
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Music & Comedy
Grossman Ensemble – Illuminations
The Grossman Ensemble—performing the best music you haven’t heard yet—closes the 2025-26 concert season with an energetic evening of brand-new music. Luke Poeppel conducts the…
Friday, May 22nd
7:30 p.m. – 9:00 p.m.Reva and David – Logan Center for the Arts
915 E 60th StMusic & 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
The Kid LAROi – A Perfect World Tour
The Kid LAROI will bring his A Perfect World Tour to Chicago’s The Salt Shed on Friday, May 22, 2026. This outdoor performance at the…
Friday, May 22nd
7:30 p.m. – 10:30 p.m.The Salt Shed
1357 N Elston Ave, Chicago, IL

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