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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
Gaffigan, Thibaudet & Bernstein
As part of the CSO’s tribute to 250 years of American history, Jean-Yves Thibaudet takes on the extravagant, jazz-infused piano solo in Leonard Bernstein’s The…
Music & Comedy
Don Toliver – Octane Tour
Don Toliver will bring his 2026 Octane Arena Tour to Chicago for a performance at the United Center on Thursday, June 11, 2026. Special Guests:…
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
Sam Rocha & Micah Eames Split an Hour
Two of the coolest and most transgender stand up comedians do 30 mins each! Sam Rocha (Chicago Reader’s Best Stand Up winner, Lincoln Lodge cast…
Music & Comedy
Roast Battle at Zanies
Roast Battle Is @ Zanies Chicago! From the hit Comedy Central series, Roast Battle, brought to you by the team with over 200,000 online followers, Roast Battle…
Music & Comedy, Theatre & Performing Arts
Sketch Playlist at iO Theater
Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Brahms Symphony No. 4
Giancarlo Guerrero leads the Grant Park Orchestra in Brahms’s Symphony No. 4, the composer’s poignant final symphony. Gabriela Lena Frank’s harrowing Conquest Requiem and Charles Ives’s eclectic Variations…
Music & Comedy
The Cab – Back From The Dead Tour
The Cab is performing at the House of Blues Chicago on Friday, June 12, 2026. Special Guests: Paradise Fears and Carr.
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
Leah Lamarr at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Leah Lamarr is an internationally touring…
Music & Comedy
Turnpike Troubadours – Wild America Tour
Turnpike Troubadours are scheduled to perform in Chicago on Friday, June 12, 2026, as part of their “Wild America Tour”. Special Guests: The performance will…
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
DRINK! The Sketch Comedy Drinking Game: Conspiracy Theory Edition
What really happened with the magic bullet? Is your phone listening to you? What are birds??? We may not have the answers, but we can…
Music & Comedy
Limelight – Chicago’s most exciting Comedy Showcase
Showcasing the most innovative and exciting comedians in Chicago. The Limelight is a showcase style live comedy show featuring 5 exciting and innovative comedians from…
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
RÜFÜS DU SOL: North American Tour 2026
RÜFÜS DU SOL will perform at Chicago’s Wrigley Field on Friday, June 12, 2026. This highly anticipated stadium show is part of their North American…
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
Leah Lamarr at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Leah Lamarr is an internationally touring…
Music & Comedy
Demon Hour Comedy – Chicago’s Raw and Untamed Confessions!
Step into Demon Hour for the ultimate night of laughter and confessions. “Your safe haven for wild confessions” Forget the predictable nights out — Demon Hour…
Music & Comedy
Wine Down Comedy
Wine Down Comedy at iO Theater invites you to relax into the weekend with great wine and Chicago’s best stand up comedians. Sip, laugh, and…
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…
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