Upcoming Chicago Events
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Music & Comedy
Music & Comedy
The 11pm Show
Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…
Music & Comedy
CSO Chamber Music at the University of Chicago
Keith Buncke, bassoon Patrick Godon, piano Tage Larsen, trumpet Kenneth Olsen, cello John Bruce Yeh, clarinet Yuan-Qing Yu, violin Savor a musical feast by Chicago…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
DETROIT ’67
Detroit ’67 A Play by Dominique Morisseau Directed by Aaron Reese Boseman Running through November 1, 2026 ★★★★ “HIGHLY RECOMMENDED. THE CAST IS FIRE!” –Bonnie…
Music & Comedy, Theatre & Performing Arts
Vintage Tunes, Modern Gal
Fresh off a national tour of fringe festivals, including Elgin Fringe (“Spirit of the Fringe” award winner), Minnesota Fringe, Green Bay Fringe, and the Old…
Music & Comedy
Marquee: Musical Improv
Musical theatre and improv collide as Marquee presents you with an hour of fully improvised musical comedy, spontaneously creating entire scenes, songs, and stories based…
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 &…
Music & Comedy
Legs Will Be Broken: A Play, Improvised
Leg’s Will Be Broken: A Play, Improvised is a one act improvised play performed by the ensemble, Wet Pizza. Wet Pizza has performed on numerous…
Music & Comedy, Theatre & Performing Arts
Pandemonium, Please Hold
The Second City’s 114th Mainstage Revue Pandemonium, Please Hold is a loud, fast, and gloriously unhinged night of comedic mayhem. The Second City’s six-person cast…
Music & Comedy
Time Shropshire at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Tim Shropshire is a dynamic stand-up…
Music & Comedy
Jordan Jensen Live
Stand-up comedian Jordan Jensen is scheduled to perform live in Chicago, Illinois on Sunday, October 11, 2026.
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.…
Music & Comedy, Theatre & Performing Arts
Vape! The Grease Parody
Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…
Music & Comedy
Harold Night
See the show that started it all, and experience the iO Theater’s groundbreaking, signature improv form: The Harold! This long-running, weekly improv tradition is double-headlined…
Music & Comedy
The Black Keys: Peaches ‘N Kream Tour
The Black Keys are stopping in Chicago during their Peaches ‘N Kream World tour, at The Salt Shed, on October 20-21, 2026.
Music & Comedy
Deep Schwa
Chicago’s longest-running Harold team returns to iO to bring their unique blend of chaos and creativity to iO’s signature form The Harold melding games, songs, and scenes…
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…
Music & Comedy
The 11pm Show
Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…
Music & Comedy
The Armando Diaz
It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…
Music & Comedy
Best of the Second City
Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…
Music & Comedy
Late Nite Mic w/ Vik Pandya at The Comedy Bar
Vik Pandya is a nationally touring stand up comic based in Chicago. Known for his sharp self-deprecation, observational humor on dating, & hilarious crowd work,…
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.…
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…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
DETROIT ’67
Detroit ’67 A Play by Dominique Morisseau Directed by Aaron Reese Boseman Running through November 1, 2026 ★★★★ “HIGHLY RECOMMENDED. THE CAST IS FIRE!” –Bonnie…
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