Upcoming Chicago Events
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Music & Comedy
Music & Comedy
Laurie Berkner Live In Concert
Laurie Berkner is scheduled to perform in Highland Park on Saturday, August 1, 2026, as part of the Ravinia Festival. Known as the “Adele of…
Festivals, Fairs & Special Events, Music & Comedy
People’s Palooza 2026
We’re bringing you crafts, caffeine, and community! We’re hosting a People’s Palooza, a free, three-day music and arts festival, Friday, July 31, through Sunday, Aug.…
Music & Comedy
Lollapalooza 2026
Lollapalooza 2026 is returning to Chicago’s historic Grant Park from Thursday, July 30 through Sunday, August 2, 2026, featuring over 170 incredible musical acts across…
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, Theatre & Performing Arts
You Win Some, You Dim Sum: an uplifting comedy show
This weekend, celebrate everyday wins with Chicago Standups at a comedy show that will leave you feeling uplifted and craving dim sum! We don’t celebrate…
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, 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
Jeremiah Frazier at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Jeremiah Frazier began his career as…
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
Hitch*Cocktails: Summer of Suspense
Hitch*Cocktails: The Improvised Thriller / Drinking Show brings audiences another SUMMER OF SUSPENSE! The long-running show kicks off its second special summer series with special…
Music & Comedy
Chicago and Styx – The Windy Cities 2026 Tour
Chicago and Styx will perform live at Allstate Arena on Aug. 1, 2026.
Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
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.…
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Gershwin An American in Paris
Kedrick Armstrong conducts the Grant Park Orchestra in Gershwin’s jaunty An American In Paris. Experience the propulsive energy of Coleridge-Taylor Perkinson’s Sinfonietta No. 1 and Duke Ellington’s The…
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
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Music & Comedy
Jeremiah Frazier at The Comedy Bar
2-Item Minimum Per Guest Valid ID Required for Entry First Come, First Served Seating No Outside Food or Beverage Jeremiah Frazier began his career as…
Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Music & Comedy
The Improvised Movie: Summer Blockbusters
Are you ready for a cinematic showdown where your favorite song lyrics inspire completely improvised, never-seen-before, and never-seen-again summer movies? Join us Saturdays in July…
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
Top Shelf Comedy
Top Shelf Comedy is all in the name! Join us every first Saturday of the month for an incredible night of laughs! Our production team’s…
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