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LET’S PLAY A GAME: Chicago’s scariest short-form show
Sep20
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.
Teatro Zinzanni
Sep21
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. Randolph
The Annoyance Sketch Show: Late Stage Everything
Sep21
Music & 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.
Kali Uchis – The Sincerely, Tour
Sep22
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…

Monday, September 22nd
7:00 p.m.10:00 p.m.
United Center
1901 W Madison St.
The Late Nite Mic at The Comedy Bar
Sep22
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…

Monday, September 22nd
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Tuesday Good Show
Sep23
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 Ave
Kali Uchis – The Sincerely, Tour
Sep23
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…

Tuesday, September 23rd
7:00 p.m.10:00 p.m.
United Center
1901 W Madison St.
Tomato Throw Show
Sep23
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.
Crowd Work Wednesday
Sep24
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.
NBA Youngboy – Masa Tour
Sep24
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.
Lover – Taylor Swift Tribute Experience
Sep24
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 Drive
Twenty One Pilots – The Clancy Tour: Breach
Sep24
Music & 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 Ave
Hooch & Holler Comedy Show
Sep24
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…

Wednesday, September 24th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Teatro Zinzanni
Sep25
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…

Thursday, September 25th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Keith Urban – High & Alive World Tour
Sep25
Music & 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.
Louis CK – Ridiculous Tour
Sep25
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. State
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Sep25
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…

Thursday, September 25th
7:30 p.m.9:30 p.m.
Chicago Symphony Center
220 S Michigan Ave
THE AMERICAN REVOLUTION: An Evening with Ken Burns
Sep25
Music & 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 Drive
Improvsed DCOM
Sep25
Music & 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 St
Sketch Playlist
Sep25
Music & 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.
Chicago Symphony Orchestra: Ravel Piano Concertos & Suite from Carmen
Sep26
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 Ave
Teatro Zinzanni
Sep26
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…

Friday, September 26th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Lake Shore Serenade – Windy City Strut With Dandy Wellington
Sep26
Music & 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 Drive
The Infinite Wrench
Sep26
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…

Friday, September 26th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
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