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
DuSummer Live Music Series
DuSummer Music Series 2026 Get ready for an unforgettable summer of music at the DuSable Museum Outdoor Courtyard! Join us every other Thursday for some…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Broadway Sings America
Revel in the iconic music of Broadway with the Grant Park Orchestra and Chorus and stars from Broadway. Led by conductor Jason Seber, this concert…
Music & Comedy
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…
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…
Festivals, Fairs & Special Events, Music & Comedy
Rockin’ in the Park 2026 Free Summer Concert Series
Rosemont’s Parkway Bank Park Entertainment District (5501 Park Place, Rosemont) will set the stage for another summer of live music with the return of its “Rockin’ in the…
Music & Comedy
Aimee Mann – Bachelor No. 2 Album Tour
Aimee Mann is performing in Chicago on Thursday, July 23, 2026, as part of her Bachelor No. 2 Album Tour. The show will take place…
Music & Comedy
Press Start: An Improvised Musical
Press Start: An Improvised Musical is a hilarious, high-energy full improvised musical inspired by the games you know and love. Each show, our cast creates…
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
Best Of Women Off-Colour
Enjoy an evening of sketch comedy at the world-renowned Second City! DESCRIPTION: An Indian, an Armenian and a Puerto Rican walk into a bar and…
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.…
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