Upcoming Chicago Events
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Music & Comedy
Music & Comedy
iO Fest 2026
iO Fest 2026 — Chicago’s largest improv festival returns on July 23-26! Featuring over 135 acts and 11 headliners, including: Baby Wants Candy, Improvised Shakespeare…
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
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
Jack White – JACK WHITE LIVE 2026 TOUR
Jack White will perform live at The Salt Shed Outdoors on July 24, 2026.
Music & Comedy
Metric – All The Feelings Tour
Metric will perform in Chicago on Friday, July 24, 2026, as part of the co-headlining “All the Feelings Tour”. This indie-rock triple-bill features Broken Social…
Music & Comedy
The Black Crowes & Whiskey Myers – Southern Hospitality Tour
The Black Crowes and Whiskey Myers are scheduled to perform in the Chicago area (Tinley Park) on Friday, July 24, 2026, as part of their…
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…
Music & Comedy
Karol G – Viajando Por El Mundo Tropitour
Karol G is launching her “Viajando Por El Mundo Tropitour” global stadium tour in Chicago with two back-to-back nights at Soldier Field in July 2026.
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.…
Festivals, Fairs & Special Events, Music & Comedy
Blues Traveler at Brookfield Zoo Chicago
The ultimate summer evenings await at Roaring Nights, Brookfield Zoo Chicago’s premier summer concert series! Get ready to turn up the volume for unforgettable nights…
Music & Comedy, Theatre & Performing Arts
The Best Musical Ever!
Producers and creators of musical theater are consistently attempting to reinvent or discover the “new era” of musical theater… or whatever generates the most profit.…
Music & Comedy
Poppy – Constantly Nowhere Tour
Poppy will perform at the Riviera Theatre in Chicago on Friday, July 24, 2026, as part of her “Constantly Nowhere” Summer North American Tour. The…
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
Benson Boone – Wanted Man Tour
Benson Boone is performing in the Chicago area on Friday, July 24, 2026, at Allstate Arena in Rosemont, IL, as part of his Wanted Man…
Music & Comedy
Nine Vicious – EMOTIONS Tour
Rapper Nine Vicious (Trevon Echols) is performing in Chicago on Friday, July 24, 2026, at Park West as part of his EMOTIONS Tour.
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, 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, 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
iO Fest 2026
iO Fest 2026 — Chicago’s largest improv festival returns on July 23-26! Featuring over 135 acts and 11 headliners, including: Baby Wants Candy, Improvised Shakespeare…
Music & Comedy
Stephen Kohler Live
For Chicago-based singer-songwriter Stephen Kohler, music represents a universal language that allows all of us to connect and express. Raised in a musical family, Kohler…
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