Upcoming Chicago Events
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Music & Comedy
Music & Comedy
Usher & Chris Brown – The R&B Tour
Usher and Chris Brown are bringing their co-headlining The R&B Tour to Chicago on Friday, August 21, 2026. The massive stadium show will take place…
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
Alabama Shakes Live In Concert
Alabama Shakes are performing in Highland Park, IL, on Friday, August 21, 2026, at the Ravinia Festival. This highly anticipated show marks a reunion for…
Music & Comedy
Kacey Musgraves – Middle of Nowhere Tour
Kacey Musgraves will kick off her “Middle of Nowhere Tour” in Chicago on Friday, August 21, 2026. The opening night performance at the United Center…
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
WILLIS – 2026 Tour
The surf-rock band WILLIS is performing at the House of Blues Chicago on Friday, August 21, 2026. Support: The Flooks.
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
Deon Anderson at The Comedy Bar
Deon “Supa” Anderson (aka DAREAL SUPABIHH or “Ten Ten”) is an internet personality, comedian, and creator. He has built a massive audience on platforms like…
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, 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
America: Songs and Stories of Protest and Freedom
2026 marks the 250th anniversary of the United States’ Declaration of Independence. America: Songs and Stories of Protest and Freedom is a multi-genre concert of…
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
“Dirty Money” – Dinner Detective Chicago
The Dinner Detective is an interactive true crime mystery show set in the present day and based on real cold cases. Feast on a fantastic…
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
Mötley Crüe Live In Chicago – The Return Of The Carnival Of Sins Tour
Legendary band Mötley Crüe is bringing their 2026 “The Return of the Carnival of Sins Tour” to the Chicago area with a concert at Credit Union…
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
Netra Netra Netra at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Netra Netra Netra is a Houston-based…
Music & Comedy
Usher & Chris Brown – The R&B Tour
Usher and Chris Brown are bringing their co-headlining The R&B Tour to Chicago on August 22, 2026. The massive stadium show will take place at…
Music & Comedy
Desi Banks – Your Favorite Cousin Tour
Desi Banks is scheduled to perform in Chicago on Saturday, August 22, 2026, as part of his “Your Favorite Cousin” tour.
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