Upcoming Chicago Events
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Music & Comedy
Music & Comedy, Theatre & Performing Arts
Chicago Comedy Hour
The Chicago Comedy hour is a comedy variety show featuring sketch, improv and stand up from some of the best up and coming comedians in…
Music & Comedy
Brady Matthews at The Comedy Bar
Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…
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…
Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
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
Brady Matthews at The Comedy Bar
Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…
Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Music & Comedy, Theatre & Performing Arts
Improvised Jane Austen
Celebrate Jane Austen’s birthday all winter long with Improvised Jane Austen! Just one day cannot encapsulate a proper observation of Jane Austen’s life and work.…
Music & Comedy
Evan Plus One: Party Animals
Evan Plus One: Party AnimalsWinners of Season 38 of The Original Improv Gladiators Get ready for a night of improv worthy of a celebration! Evan…
Music & Comedy, Theatre & Performing Arts
New Year New Show
New Year! New Show! Welcome to 2026 where the laughter runs hot and the jokes run cheap. Every week is a brand new sketch show,…
Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Music & Comedy, Theatre & Performing Arts
The Cosmic Underground Show
The Cosmic Underground Show blasts off for a 90-minute immersive comedy, magic, and mind-reading show. Cosmic founders Harrison Lampert (a quirky sleight-of-hand expert) and Kayla…
Music & Comedy
Brian Regan Live!
Acclaimed comedian Brian Regan is scheduled to perform in Chicago on Saturday, January 17, 2026, at The Chicago Theatre.
Music & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Music & Comedy
Brady Matthews at The Comedy Bar
Brady Matthews is a comedic powerhouse with charisma to spare. He’s opened for legends like Demetri Martin and Trevor Wallace, headlined at top festivals including…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Music & Comedy
Julia Bullock and Seth Parker Woods with Conor Hanick
Two-time GRAMMY-nominated cellist Seth Parker Woods propels classical music into the future through projects that delve deep into our cultural fabric. GRAMMY-winning American classical singer…
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…
Music & Comedy
Almost 24 Hours: A Sketch Show
Time for a brand new Almost 24 Hours show coming at ya! As always, 8 writers will be given the night to write their sketch,…
Music & Comedy
Guerrilla Press feat. Kat Abughazaleh & Malort And Savior
Guerrilla Press is The Annoyance Theater’s first-ever live, weekly podcast! Every Sunday night, comedians EJ Cameron and Nick Hausman give their no-holds-barred comedic take on…
Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…
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