Upcoming Chicago Events
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Music & Comedy
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…
Museums, Galleries & Exhibitions, Music & Comedy
Jazzin’ at the Shedd
Live jazz revels at Shedd Aquarium! Join us for the popular midweek Jazzin’ at the Shedd series with unforgettable evenings of music, mingling and marine life.…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
HACK JOB, A Comedy Show
HACK JOB COMEDY A biweekly showcase of Chicago’s best comedians at Blind Barber in Fulton Market! SHOW DETAILS: Doors @ 6 pm Show @ 7…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Cirque: A Space Odyssey
The high-flying aerialists of Troupe Vertigo join the Grant Park Orchestra led by Enrico Lopez-Yañez, performing eye-popping feats to classical works and film scores, including Star…
Music & Comedy
Crowd Work Wednesday at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…
Music & Comedy
Lot Jams-SamaSama
Lot Jams is a free, outdoor summer concert series that showcases the people, businesses, and cultures that make Albany Park one of the best communities…
Music & Comedy
Pavement – Brief 2026 Tour
Indie rock band Pavement will perform in Chicago on Wednesday, July 22, 2026, at The Salt Shed. This show is part of their brief 2026…
Music & Comedy
RUSH – Fifty Something Tour
Rock and Roll Hall of Fame® Inductees, GRAMMY® Award-nominated icons, and RUSH Co-Founders Geddy Lee [bass, keys, vocals] and Alex Lifeson [guitar, vocals] have announced…
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
The Orbit
The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…
Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Music & Comedy, Theatre & Performing Arts
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
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…
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