Upcoming Chicago Events
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Music & Comedy
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
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…
Music & Comedy
Laura Ramoso – The Calm Down Tour
Laura Ramoso is scheduled to perform in Chicago on Friday, September 25, 2026, as part of her “The Calm Down Tour”.
Music & Comedy
Michael Shannon & Jason Narducy
Michael Shannon & Jason Narducy will perform live at Riviera Theatre on Sep. 25, 2026.
Music & Comedy
Whipped Cream – Home Was Always Me Tour
Whipped Cream is scheduled to perform live in Chicago, Illinois on Friday, September 25, 2026, as part of her Home Was Always Me Tour.
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
Martin Lawrence – Y’all Still Know What It Is! Tour
Legendary comedian and actor Martin Lawrence will perform live in Chicago on Friday, September 25, 2026, at 8:00 PM.
Music & Comedy
Paula Cole – THIS FIRE: 30
Paula Cole is bringing her “THIS FIRE: 30” anniversary tour to Chicago in late 2026 to celebrate the 30th anniversary of her breakthrough album.
Music & Comedy
Matute – Stereo Tour
Matute is bringing their Stereo Tour to the Rosemont Theatre on Friday, September 25, 2026, at 8:00 PM.
Music & Comedy
Saint Levant – Chicago – Afandi World Tour
Palestinian-Algerian-Serbian artist Saint Levant is bringing his Afandi World Tour to Chicago for a two-night run on Thursday, September 24 and Friday, September 25, 2026.
Music & Comedy
Reggaeton Y2K
The high-energy throwback party Reggaetón Y2K is coming to Chicago, Illinois on Friday, September 25, 2026. This dance party celebrates the golden era of old-school…
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
Kohl’s Cash: TGIF (That’s Good Improv Friday)
Start your weekend off laughing at one of the hottest improv shows in Chicago! Every Friday at 9:30pm, iO house team Kohl’s Cash presents a…
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…
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation
WingOut Chicago 2026
WingOut Chicago | Sept 26-27 | Gallagher Way • Chicago Join us at Gallagher Way in Wrigleyville for Chicago’s most mouth-watering outdoor event of the…
Festivals, Fairs & Special Events, Music & Comedy
Tacos and Tequila Music Festival
Tacos & Tequila Festival is your favorite throwback party — where bold flavors, early-2000s hip-hop and R&B, and all-day good vibes collide. Produced by Social House…
Music & Comedy
Best of 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
Lucy Darling – Chicago, IL – Simply Darling Tour
The award-winning magician and comedian Lucy Darling (the glamorous, 1940s-style socialite character created by Carisa Hendrix) will perform a series of intimate live shows at…
Music & Comedy, Theatre & Performing Arts
Scott Green Lies To Your Kids
The Kids Show For Adults. It’s the all-ages magic show that’s actually fun for all ages. This is not a sweet, gentle, clap-along children’s show.…
Music & Comedy
Main Character Syndrome
Main Character Syndrome is a solo character showcase by Chicago’s funniest improvisers presenting original SNL-audition ready character sketches. From Tim Robinson to Cecily Strong, iO…
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
YG – Chicago – The Gentlemen’s Club Tour
West Coast rap star YG is bringing his headlining “The Gentlemen’s Club Tour” to Chicago, Illinois on Friday, September 26, 2026. The performance will be…
Music & Comedy
Standup Throw Down: Millennials vs Gen X
Millennials take on Generation X in a live stand-up comedy battle – and the audience decides who wins. Hosted by Chicago comedian Todd Glover, Standup…
Music & Comedy
Bassem Youssef – The Belly of the Beast Tour
Bassem Youssef is scheduled to perform in Chicago on Saturday, September 26, 2026, as part of his “The Belly of the Beast Tour”.
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