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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.Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Friday, September 26th
7:00 p.m. – 8:30 p.m.Malarkey Comedy
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
ComedySportz Chicago
Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…
Friday, September 26th
7:00 p.m. – 8:30 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Turnstile – Never Enough Tour
Turnstile will perform live at Huntington Bank Pavilion at Northerly Island on Sep. 26, 2025.
Friday, September 26th
7:00 p.m. – 10:00 p.m.Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.Music & Comedy, Theatre & Performing Arts
Improvised Shakespeare
Critically-acclaimed improvised comedy featuring the language and themes of William Shakespeare
Music & Comedy
Louis CK – Ridiculous Tour
Louis CK will bring the Ridiculous Tour to The Chicago Theatre September 25, 26 and 27.
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.…
Friday, September 26th
8:00 p.m. – 9:00 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Missed Call Sketch Comedy Show
Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!
Friday, September 26th
8:00 p.m. – 9:00 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy, Theatre & Performing Arts
Aida Cuevas: 50 Years Singing to México
Overview Prepare for an evening of passion, tradition and the soul-stirring beauty of timeless music. Aida Cuevas, the unrivaled queen of ranchera music and “La…
Friday, September 26th
8:00 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & Comedy
Maná – Vivir Sin Aire Tour
Fresh off the heels of their historic Rock and Roll Hall of Fame nomination, legendary Mexican rock band MANÁ returns this fall with a spectacular…

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