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, Theatre & Performing Arts, Tours & Attractions
The Cosmic Underground Show
Step aboard for a one-of-a-kind journey where mind-reading, magic, comedy, and sci-fi collide in ways you won’t find anywhere else in Chicago. Hosted by real-life…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Drunk Christmas Carol
Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…
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
The Pineapple Thief – Far and Wide Tour
The Pineapple Thief is performing at the House of Blues Chicago on Friday, November 27, 2026, as part of their “Far and Wide Tour.” Special…
Music & Comedy
BoDeans – 40th Anniversary Tour
BoDeans are scheduled to perform live in Chicago, Illinois on Friday, November 27, 2027, continuing their celebrated run of heartland rock performances.
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, Theatre & Performing Arts
How to Train Your Dragon 2 in Concert
DreamWorks’ How to Train Your Dragon 2 is that rare sequel that’s a worthy successor to the original! When Hiccup and Toothless discover a secret ice cave…
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
A Drag Queen Christmas
Murray & Peter Present A Drag Queen Christmas hosted by Nina West. It’s the longest running drag tour in America. Get ready for your favorite…
Music & Comedy
Pigface – Chicago, IL – 35th Anniversary Performance
Legendary industrial rock supergroup Pigface will host a special 35th Anniversary Performance of their debut album Gub in Chicago on Friday, November 27, 2026. Originally…
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…
Music & Comedy, Theatre & Performing Arts
Pigeon Gets a Big Time Holiday Extravaganza
The Squirrels have decked the halls, and Elephant and Piggie are ready to celebrate the season. But will Pigeon join the festivities—or fly off to…
Music & Comedy, Theatre & Performing Arts
Vienna Boys Choir: Christmas in Vienna
For six centuries, the Vienna Boys Choir has delighted people across the globe with its purity of tone, wide repertoire and generosity of musical spirit.…
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, Theatre & Performing Arts, Tours & Attractions
The Cosmic Underground Show
Step aboard for a one-of-a-kind journey where mind-reading, magic, comedy, and sci-fi collide in ways you won’t find anywhere else in Chicago. Hosted by real-life…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Drunk Christmas Carol
Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…
Music & Comedy
Whitechapel – 20th Anniversary Tour
Whitechapel is performing live in Chicago on Saturday, November 28, 2026, at The Riviera Theatre as part of their massive 20th Anniversary Tour. Lineup: Whitechapel,…
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…
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