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Upcoming Chicago Events
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Music & Comedy
Festivals, Fairs & Special Events, Music & Comedy
Rockin’ in the Park 2026 Free Summer Concert Series
Rosemont’s Parkway Bank Park Entertainment District (5501 Park Place, Rosemont) will set the stage for another summer of live music with the return of its “Rockin’ in the…
Music & 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…
Music & Comedy
Cosmic Comedy Hour
Cosmic Comedy Hour is a one-hour live comedy show that combines magic, improv, and theatrical comedy into one fast-paced experience. Unlike traditional comedy shows, this…
Music & Comedy
Comedy Bang! Bang! – Ground Beefing Tour
Comedy Bang! Bang! Live! is scheduled to bring the Ground Beefing Tour 2026 to Chicago on Thursday, May 28, 2026. Hosted by Scott Aukerman, featuring…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Crème de la Femme: An All-Femme Improv Festival
Finally, women are funny! On Friday, May 29 and Saturday, May 30, iO Theater is hosting Crème de la Femme: An All-Femme Improv Festival. As…
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…
Music & Comedy
Kerwin Claiborne at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Kerwin Claiborne is a well-known Instagram…
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, Theatre & Performing Arts
Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater
Following the success of the Going Bacharach: The Songs Of An Icon Chicago debut, the musical revue has been extended to run through June 21 at the Apollo Theater. Rediscover the…
Music & Comedy
Rilo Kiley Live In Concert
Rilo Kiley is scheduled to perform in Chicago, IL, on Friday, May 29, 2026, as part of their reunion tour.
Music & Comedy
Summer Walker – Still Finally Over It Tour 2026
R&B star Summer Walker is scheduled to perform in Chicago on Friday, May 29, 2026, as part of her first major arena run, the “Still…
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, 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…
Music & Comedy, Theatre & Performing Arts
420 Shakespeare
4 professional actors meet to perform a Shakespeare play… but only after one of them takes at least 20mg of you know what, leading to…
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…
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…
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,…
Festivals, Fairs & Special Events, Music & Comedy
Pet-Prov
Did you know it’s National Pet Month?! THE WRETCHED, an iO Theater house team, presents PET-PROV in partnership with Chicago Canine Rescue. This event features…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Crème de la Femme: An All-Femme Improv Festival
Finally, women are funny! On Friday, May 29 and Saturday, May 30, iO Theater is hosting Crème de la Femme: An All-Femme Improv Festival. As…
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…
Music & Comedy
Kerwin Claiborne at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Kerwin Claiborne is a well-known Instagram…
Music & Comedy
Bobby Lee – The Finally Tour 2026
Comedian Bobby Lee is bringing his first-ever headline tour, “The Finally Tour 2026,” to Chicago on Saturday, May 30, 2026.
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…
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