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Music & Comedy
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Ohlsson Plays Chopin
Garrick Ohlsson—one of only two Americans to have won the International Chopin Piano Competition—returns to the Festival to perform Chopin’s Piano Concerto No. 2. Conducted…
Music & Comedy
Crowd Work Wednesday at The Comedy Bar
Crowd Work Wednesday is a weekly interactive comedy show where anything can happen—and the audience is part of the act. Hosted by Chicago comedians Pat Bolduc and John Gasper,…
Music & Comedy
Ariana Grande – The Eternal Sunshine Tour
GRAMMY-winner and Academy Award and Golden Globe-nominated actress and musician Ariana Grande is bringing her ‘The Eternal Sunshine Tour’ to United Center on August 3,…
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
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
Grant Park Music Festival Vocal Fellows at Columbus Park Refectory
Join the Grant Park Music Festival Vocal Fellows in this free outdoor concert! The program, featuring music from classical to jazz and pop, celebrates America’s…
Music & Comedy
Millennium Park Summer Music Series
Millennium Park Summer Music Series features a wide variety of music from established and emerging artists at the iconic Jay Pritzker Pavilion. GRAMMY Legacies and…
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…
Music & Comedy
Alaire Thomas at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Alaire Thomas is a New York–based…
Music & Comedy
Jon B. Live In Concert
Jon B. is performing at the House of Blues Chicago on Thursday, August 6, 2026.
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
WOODZ – 2026 WOODZ World Tour “Archive. 1”
South Korean singer-songwriter and all-rounder artist WOODZ (Cho Seung-youn) is scheduled to perform live in Chicago, Illinois on Thursday, August 6, 2026 as part of…
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
Chingona Comedy Hour
CALLING ALL CHINGONAS!! Summertime is still in full swing! So keep the fiesta going and get your locas together and start the weekend off un…
Music & Comedy
Ariana Grande – The Eternal Sunshine Tour
GRAMMY-winner and Academy Award and Golden Globe-nominated actress and musician Ariana Grande is bringing her ‘The Eternal Sunshine Tour’ to United Center on August 3,…
Music & Comedy
Roast Battle at Zanies
Roast Battle Is @ Zanies Chicago! From the hit Comedy Central series, Roast Battle, brought to you by the team with over 200,000 online followers, Roast Battle…
Music & Comedy, Theatre & Performing Arts
Sketch Playlist at iO Theater
Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers…
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