Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events category
Music & Comedy
Music & Comedy
Dimmu Borgir – Grand Serpent Rising Tour
Norwegian symphonic black metal titans Dimmu Borgir are bringing their Grand Serpent Rising Tour to Chicago on Friday, August 14, 2026. The performance celebrates their…
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 decade.…
Music & Comedy
Rudder Bullshit
Tagline: Lesbians. Lederhosen. Lead Guitar. All hands on deck! Synopsis: Hundreds of miles offshore, a luxury cruise liner cuts through the Atlantic at double speed.…
Music & Comedy
Three Pianos: Something Corporate, Jacks Mannequin, & Andrew McMahon in the Wilderness
Three Pianos: An Evening with Something Corporate, Jack’s Mannequin, and Andrew McMahon in the Wilderness is performing in Chicago on Friday, August 14, 2026. This…
Music & Comedy
The Dear Hunter – The Road to Sunya Tour
The Dear Hunter is performing at the House of Blues Chicago on Friday, August 14, 2026, as part of “The Road to Sunya Tour.” Special…
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 decade.…
Music & Comedy, Theatre & Performing Arts
Best of The Second City: Chicago-Style
The Best of The Second City: Chicago-Style is a fast-paced sketch and improv comedy revue from The Second City featuring classic scenes from its legendary…
Music & Comedy
Tori Amos – In Times of Dragons Tour 2026
Legendary singer-songwriter and pianist Tori Amos is scheduled to perform in Chicago on Friday, August 14, 2026, as part of her North American “In Times…
Music & Comedy, Theatre & Performing Arts
Honk! A Short Form Improv Show
Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…
Music & Comedy
Tahaa Kahn – 72 Virgins
Following the massive success of his breakout debut special, Halalarious which took home the prestigious Evergreen Award and is currently streaming on Amazon Fire TV.…
Music & Comedy
Wine Down Comedy
Wine Down Comedy at iO Theater invites you to relax into the weekend with great wine and Chicago’s best stand up comedians. Sip, laugh, and…
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, Theatre & Performing Arts
Reality Detox: The Improv Experience
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…
Music & Comedy
Cousin Tiera at The Comedy Bar
A brilliant and hilarious comedian from the West Side of Chicago, Tiera Oleary (My Cousin Tiera), is riveting audiences across the country with her viral…
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
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
Boleros de Noche Chicago September 25 at the Harris Theater
Boleros De Noche returns to the Windy City following a successful Chicago debut in 2025. Already a beloved tradition in Los Angeles, where the concert…
Music & Comedy, Theatre & Performing Arts
“Dirty Money” – Dinner Detective Chicago
The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…
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
moe. & Umphrey’s McGee – moe.mentUM Tour
moe. and Umphrey’s McGee are performing together in Highland Park, IL, on Saturday, August 15, 2026, as part of their moe.mentUM Tour.
Music & Comedy
Lynyrd Skynyrd & Loverboy
Lynyrd Skynyrd with Loverboy and special guest Six Gun Sally will perform live at Credit Union 1 Amphitheatre on Aug 15, 2026.
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, Theatre & Performing Arts
Reality Detox: The Improv Experience
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in along the way. Built…
Explore Chicago hotels, flights, deals, and more
Plan your trip
