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Music & Comedy, Theatre & Performing Arts
LET’S PLAY A GAME: Chicago’s scariest short-form show
Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…
Saturday, September 20th
10:00 p.m. – 11:00 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Music & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Sunday, September 21st
5:00 a.m. – 9:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
The Annoyance Sketch Show: Late Stage Everything
The trains are late, the apps are broken, the bees are dying, and the algorithm knows your deepest fears. So what do we do? We…
Sunday, September 21st
8:00 p.m. – 9:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Kali Uchis – The Sincerely, Tour
GRAMMY®-winning global recording artist Kali Uchis is bringing her much-anticipated Kali Uchis – The Sincerely, Tour to United Center on September 22 & 23, supporting her…
Music & Comedy
The Late Nite Mic at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…
Music & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Tuesday, September 23rd
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveMusic & Comedy
Kali Uchis – The Sincerely, Tour
GRAMMY®-winning global recording artist Kali Uchis is bringing her much-anticipated Kali Uchis – The Sincerely, Tour to United Center on September 22 & 23, supporting her…
Tuesday, September 23rd
7:00 p.m. – 10:00 p.m.United Center
1901 W Madison St.Music & Comedy
Tomato Throw Show
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…
Tuesday, September 23rd
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Music & Comedy
Crowd Work Wednesday
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…
Wednesday, September 24th
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Music & Comedy
NBA Youngboy – Masa Tour
NBA Youngboy is bringing the Masa Tour to United Center on September 24, with support from Deebaby, EBK Jaaybo, and K3!
Wednesday, September 24th
7:30 p.m. – 10:30 p.m.United Center
1901 W Madison St.Music & Comedy
Lover – Taylor Swift Tribute Experience
The LOVER: Taylor Swift Tribute is a stunning homage to Taylor Swift’s record-breaking Eras Tour, created with passion and precision by Charity Eden. After attending…
Wednesday, September 24th
8:00 p.m. – 11:00 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy
Twenty One Pilots – The Clancy Tour: Breach
GRAMMY® Award winning duo Twenty One Pilots will perform live at Credit Union 1 Amphitheatre on Sep. 24, 2025.
Wednesday, September 24th
8:00 p.m. – 11:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & 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…
Wednesday, September 24th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Thursday, September 25th
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy
Keith Urban – High & Alive World Tour
Keith Urban is bringing the High and Alive World Tour, with special guests Chase Matthew, Alana Springsteen, and Karley Scott Collins, to United Center on…
Thursday, September 25th
7:00 p.m. – 10:00 p.m.United Center
1901 W Madison St.Music & Comedy
Louis CK – Ridiculous Tour
Louis CK will bring the Ridiculous Tour to The Chicago Theatre September 25, 26 and 27.
Thursday, September 25th
7:30 p.m. – 9:30 p.m.The Chicago Theatre
175 N. StateMusic & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Overview Ravel’s jazz-fueled Piano Concerto in G Major fits Alice Sara Ott “like a custom suit,” raves The New York Times. Ott presents the glittering score…
Thursday, September 25th
7:30 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
THE AMERICAN REVOLUTION: An Evening with Ken Burns
THE AMERICAN REVOLUTION, a film by Ken Burns, Sarah Botstein and David Schmidt, explores how thirteen British colonies won independence and created a new government…
Thursday, September 25th
7:30 p.m. – 9:30 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy, Theatre & Performing Arts
Improvsed DCOM
Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…
Thursday, September 25th
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy, Theatre & Performing Arts
Sketch Playlist
Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…
Thursday, September 25th
9:30 p.m. – 10:30 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Overview Ravel’s jazz-fueled Piano Concerto in G Major fits Alice Sara Ott “like a custom suit,” raves The New York Times. Ott presents the glittering score…
Friday, September 26th
1:30 p.m. – 3:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy, Theatre & Performing Arts
Teatro Zinzanni
Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…
Friday, September 26th
6:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy
Lake Shore Serenade – Windy City Strut With Dandy Wellington
Join us at the International Museum of Surgical Science for a dazzling 3-day celebration with Dandy Wellington! This special weekend event brings together cocktails, conversations,…
Friday, September 26th
6:00 p.m. – 11:00 p.m.International Museum of Surgical Science
1524 N Lake Shore DriveMusic & 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…
Friday, September 26th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.

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