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Music & Comedy
The Armando Diaz
It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…
Music & Comedy
Late Nite Mic with Vik Pandya 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, August 24th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
$10 Improv Night
All the cool kids stay out late on a school night! Join new teams as they deliver a short and sweet show filled with laughter…
Music & Comedy
Outlaw Music Festival: Willie Nelson, Avett Brothers & Lukas Nelson
The Outlaw Music Festival is scheduled to stop in Tinley Park on Tuesday, August 25, 2026. This year’s tour features a high-powered lineup celebrating country,…
Tuesday, August 25th
3:20 p.m. – 10:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveMusic & Comedy
Tomato Throw Show at The Comedy Bar
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, August 25th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Deep Purple & Kansas Live In Concert
Deep Purple and Kansas are performing together in Highland Park, IL, on Tuesday, August 25, 2026, as part of the Ravinia Festival.
Tuesday, August 25th
7:00 p.m. – 10:00 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy
Comic Court: Chicago’s #1 Comedy Court show
A comedy court show where comedians debate ridiculous cases. All rise for Comic Court Chicago’s #1 comedy court show (it’s also the only one)! ⚖️…
Tuesday, August 25th
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 North Milwaukee Avenue Chicago, IL 60647Music & Comedy
Respawn Improv with Blue.0
A weekly improv show hosted by Blue.0 and featuring a rotating cast of indie teams formed right here at The iO Theater! Each Wednesday at…
Music & Comedy
Seesh Money at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Hailing from the vibrant D.C. &…
Wednesday, August 26th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Brandi Carlile & I’m With Her – The Human Tour
Brandi Carlile is performing in Highland Park, IL, on Wednesday, August 26, 2026, at the Ravinia Festival as part of her “The Human Tour” Support…
Wednesday, August 26th
7:00 p.m. – 10:00 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy
Ken Carson – xperimenting Tour
Ken Carson will kick off his massive, newly announced headlining U.S. trek, the xperimenting tour, in Chicago, Illinois, on Wednesday, August 26, 2026. The fall…
Wednesday, August 26th
7:30 p.m. – 10:30 p.m.Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.Music & Comedy
Grupo Frontera – Triste Pero Bien C*brón Tour
Grupo Frontera is bringing the “Triste Pero Bien C*brón Tour” to Rosemont on Wednesday, August 26, 2026, for a performance at the Allstate Arena.
Wednesday, August 26th
8:00 p.m. – 11:00 p.m.Allstate Arena
6920 Mannheim RoadMusic & Comedy
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…
Wednesday, August 26th
10:00 p.m. – 11:00 p.m.iO Theater
1501 N. Kingsbury St.Festivals, Fairs & Special Events, Music & Comedy
Chicago House Music Festival & Conference
Chicago Cultural Center, Millennium Park, Daley Plaza, Riverwalk & SummerDance in Grant Park The Chicago House Music Festival & Conference celebrates Chicago’s enduring global impact as…
Thursday, August 27th
11:00 a.m. – 2:00 p.m.Millennium Park
201 E. Randolph St.Festivals, Fairs & Special Events, Music & Comedy
Chicago House Music Festival & Conference
Chicago Cultural Center, Millennium Park, Daley Plaza, Riverwalk & SummerDance in Grant Park The Chicago House Music Festival & Conference celebrates Chicago’s enduring global impact as…
Thursday, August 27th
4:30 p.m. – 9:30 p.m.Millennium Park
201 E. Randolph St.Music & Comedy
NEEDTOBREATHE & Drew And Ellie Holcomb – The Long Surrender Tour
NEEDTOBREATHE is scheduled to perform in Chicago on Thursday, August 27, 2026. The concert is part of “The Long Surrender Tour” and will feature special…
Thursday, August 27th
6:30 p.m. – 10:00 p.m.The Salt Shed
1357 N ElstonMusic & Comedy
OhJay Lamont & Friends at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…
Thursday, August 27th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Kool and The Gang, Morris Day and The Time & ConFunkShun
Kool & The Gang is scheduled to perform near Chicago on Thursday, August 27, 2026, as part of the Ravinia Festival lineup in Highland Park.…
Thursday, August 27th
7:00 p.m. – 10:00 p.m.Hunter Pavilion At Ravinia
200-201 Ravinia Park RoadMusic & Comedy, Theatre & Performing Arts
Vape! The Grease Parody
Vape! lovingly pokes fun at all of the wonderful moments, sexual innuendos, outrageous characters, rivalries and secret romances from the original musical. The hair products may…
Thursday, August 27th
7:30 p.m. – 8:55 p.m.Apollo Theater
2550 N. Lincoln Ave.Music & Comedy
Improv The Play
With the help of some of Chicago’s best actors, Improv: The Play is a new, hybrid version of long form improv happening only at the…
Music & Comedy
Thursday Night Improv Hosted by Cream Boy
If you’re looking for a date night, girls’ night out, or a mandatory work outing (that your staff will actually like) — Look no further!…
Music & Comedy
Dominic Fike – Comedy Tragedy Parody Tour
Dominic Fike is scheduled to perform at the Byline Bank Aragon Ballroom in Chicago on Thursday, August 27, 2026. The concert is part of his…
Thursday, August 27th
7:30 p.m. – 10:30 p.m.Aragon Ballroom
1106 W. Lawrence Ave., Chicago, IL 60640Music & Comedy
BTS: World Tour 2026
Global K-pop superstars BTS is scheduled to perform two stadium shows in Chicago on Thursday, August 27, and Friday, August 28, 2026, as part of…
Thursday, August 27th
8:00 p.m. – 11:00 p.m.Soldier Field
1410 Special Olympics DriveMusic & Comedy
Blueprint
Blueprint is the kind of improv that keeps audiences AND players on their toes. Each week, a different cast member designs a bold new improv format…

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