Upcoming Chicago Events
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Music & Comedy
Festivals, Fairs & Special Events, Music & Comedy
Chicago Jazz Festival
Produced by DCASE and programmed in partnership with the Jazz Institute of Chicago (JIC) and the Chicago Jazz Festival Committee, the Chicago Jazz Festival continues…
Music & Comedy
ARC Music Festival
ARC Music Festival will return to Chicago for Labor Day Weekend from Friday, September 4, 2026, through Sunday, September 6, 2026. The flagship electronic festival…
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation
Great American Lobster Fest 2026
Great American Lobster Fest September 5-6 | Labor Day Weekend Navy Pier Beer Garden Get ready for the Great American Lobster Fest, the ultimate seafood…
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, 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
Squeeze: 2026 Tour
Squeeze is scheduled to perform at the Ravinia Festival in Highland Park, IL, on Sunday, September 6, 2026. The iconic British new wave band, led…
Music & Comedy
Squeeze – Tried, Tested And Trixies Tour
Squeeze is returning to the Chicago area for their “Tried, Tested, and Trixies” tour on Sunday, September 6, 2026, at the Ravinia Festival in Highland…
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
Barry Brewer at The Comedy Bar
Join Comedian Barry Brewer for a fun night of stand up comedy with a mix of crowd collaboration and conversation. Barry Brewer hails as one…
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
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
ARC Music Festival
ARC Music Festival will return to Chicago for Labor Day Weekend from Friday, September 4, 2026, through Sunday, September 6, 2026. The flagship electronic festival…
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
Late Nite Mic with Vik Pandya at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…
Music & Comedy
Danny Elfman – 2026 North American Tour
Danny Elfman is kicking off his Fall North American Tour in Chicago on Monday, September 7, 2026 at the Byline Bank Aragon Ballroom.
Music & Comedy
$10 Improv Night
All the cool kids stay out late on a school night! Join new teams as they deliver a short and sweet show filled with laughter…
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
PRESIDENT (band) – The North American Campaign 2026
PRESIDENT – band is performing in Chicago, IL, on Tuesday, September 8, 2026, as part of their first-ever North American headlining tour, “The North American…
Music & Comedy
Tomato Throw Show at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
Music & Comedy
TLC, Salt-N-Pepa & En Vogue – It’s Iconic Tour
TLC, Salt-N-Pepa, and En Vogue are scheduled to perform in Chicago on Tuesday, September 8, 2026, as part of their “It’s Iconic Tour”. This co-headlining…
Music & Comedy
Songwriting Contest- Preliminary Round-Show 1
After releasing the LIVE AJ EP and performing at Uptown Lounge earlier this year, Chicago singer-songwriter AJ Rosales took a bit of a break before…
Music & Comedy, Theatre & Performing Arts
NICE SHIRT: The Second City Grad Revue
Original sketch comedy and improv from The Second City Conservatory’s graduating class, live at the Chicago e.t.c. Theater in Old Town. NICE SHIRT is the…
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…
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