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The Fly Honeys at Thalia Hall
Sep1
Music & Comedy, Theatre & Performing Arts

The Fly Honeys at Thalia Hall

Voted Chicago’s best dance production of 2022 for their pride month show at Thalia Hall, the Fly Honeys return with an all-new four-night production this…

Friday September 1, 2023
8:30 p.m.11:30 p.m.
Thalia Hall
1807 South Allport Street
The Paper or Plastic Recycled Comedy Hour
Sep1
Music & Comedy, Theatre & Performing Arts

The Paper or Plastic Recycled Comedy Hour

The Paper Or Plastic Recycled Comedy Hour: Chicago’s almost eco-friendly sketch team presents an hour (plus change) of their favorite sketches, guest comedians, and collectible…

Friday September 1, 2023
9:30 p.m.11:00 p.m.
The Newport Theater
956 W. Newport Ave.
West Loop Art Fest
Sep2
Sep3
Music & Comedy

West Loop Art Fest

The West Loop Art Fest is the perfect destination for a late summer shopping experience or ambient evening stroll. A diverse range of art mediums…

Saturday September 2, 2023
10:00 a.m.Sunday September 3, 2023
7:00 p.m.
West Loop
Chicago Jazz Festival
Sep2
Festivals, Fairs & Special Events, Music & Comedy

Chicago Jazz Festival

A Labor Day weekend tradition, the Chicago Jazz Festival (Aug 31–Sept 3) returns with performances celebrating all forms of jazz in Millennium Park, at the…

Saturday September 2, 2023
11:00 a.m.9:00 p.m.
Millennium Park
201 E Randolph St
The Infinite Wrench
Sep2
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…

Saturday September 2, 2023
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Spongebob Musical
Sep2
Music & Comedy, Theatre & Performing Arts

The Spongebob Musical

When the citizens of Bikini Bottom discover that a volcano will soon erupt and destroy their humble home, SpongeBob and his friends must come together to save…

Saturday September 2, 2023
7:00 p.m.9:30 p.m.
Chopin Theatre
1543 West Division Street
Chaunté Wayans Comes to the Den Theatre
Sep2
Music & Comedy

Chaunté Wayans Comes to the Den Theatre

Following in her family’s legendary footsteps, Chaunté Wayans has proven that funny is in her genes. As humbled as she is to be a part…

Saturday September 2, 2023
7:15 p.m.8:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Clued In
Sep2
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday September 2, 2023
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Between Breaths
Sep2
Music & Comedy

Between Breaths

Third Coast Percussion (TCP), a GRAMMY® Award-winning quartet of classically trained percussionists, opens its 2023-24 season with an album release concert Between Breaths, on Saturday,…

Saturday September 2, 2023
7:30 p.m.9:00 p.m.
Logan Center for the Arts
915 East 60th Street
Cigarettes After Sex Live In Concert
Sep2
Music & Comedy

Cigarettes After Sex Live In Concert

Dream pop band Cigarettes After Sex will perform live at The Salt Shed on September 1-2 at 8:00PM.

Saturday September 2, 2023
8:00 p.m.11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
The Moon and The Man Cabaret
Sep2
Music & Comedy

The Moon and The Man Cabaret

Once named “An updated Sunny & Cher,” The Moon & The Man Cabaret brings back the ol’ speakeasy days of yore, where performers would sing,…

Saturday September 2, 2023
8:30 p.m.11:00 p.m.
Room 13
3222 N Sheffield Ave
The Fly Honeys at Thalia Hall
Sep2
Music & Comedy, Theatre & Performing Arts

The Fly Honeys at Thalia Hall

Voted Chicago’s best dance production of 2022 for their pride month show at Thalia Hall, the Fly Honeys return with an all-new four-night production this…

Saturday September 2, 2023
8:30 p.m.11:30 p.m.
Thalia Hall
1807 South Allport Street
Best Of Annoyance Sketch
Sep2
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday September 2, 2023
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Chaunté Wayans Comes to the Den Theatre
Sep2
Music & Comedy

Chaunté Wayans Comes to the Den Theatre

Following in her family’s legendary footsteps, Chaunté Wayans has proven that funny is in her genes. As humbled as she is to be a part…

Saturday September 2, 2023
9:30 p.m.11:00 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Riff: Chicago’s Music Improv Drinking Party
Sep2
Music & Comedy

Riff: Chicago’s Music Improv Drinking Party

Fast paced music improv with a live band & a cast that drinks along with the audience!

Saturday September 2, 2023
10:00 p.m.11:00 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Chicago Jazz Festival
Sep3
Festivals, Fairs & Special Events, Music & Comedy

Chicago Jazz Festival

A Labor Day weekend tradition, the Chicago Jazz Festival (Aug 31–Sept 3) returns with performances celebrating all forms of jazz in Millennium Park, at the…

Sunday September 3, 2023
11:00 a.m.9:00 p.m.
Millennium Park
201 E Randolph St
The Spongebob Musical
Sep3
Music & Comedy, Theatre & Performing Arts

The Spongebob Musical

When the citizens of Bikini Bottom discover that a volcano will soon erupt and destroy their humble home, SpongeBob and his friends must come together to save…

Sunday September 3, 2023
7:00 p.m.9:30 p.m.
Chopin Theatre
1543 West Division Street
Chaunté Wayans Comes to the Den Theatre
Sep3
Music & Comedy

Chaunté Wayans Comes to the Den Theatre

Following in her family’s legendary footsteps, Chaunté Wayans has proven that funny is in her genes. As humbled as she is to be a part…

Sunday September 3, 2023
7:15 p.m.8:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Daniel Caesar: Superpowers World Tour 2023
Sep3
Music & Comedy

Daniel Caesar: Superpowers World Tour 2023

Acclaimed singer-songwriter Daniel Caesar is coming to Chicago for his brand-new Superpowers World Tour 2023! See him live in concert at The Salt Shed on…

Sunday September 3, 2023
8:00 p.m.11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
The Fly Honeys at Thalia Hall
Sep3
Music & Comedy, Theatre & Performing Arts

The Fly Honeys at Thalia Hall

Voted Chicago’s best dance production of 2022 for their pride month show at Thalia Hall, the Fly Honeys return with an all-new four-night production this…

Sunday September 3, 2023
8:30 p.m.11:30 p.m.
Thalia Hall
1807 South Allport Street
Michael Charles and His Band
Sep4
Music & Comedy, Tours & Attractions

Michael Charles and His Band

When Australian born Michael Charles traveled the 12,500 miles to test the waters for his music in Chicago, he would have never guessed some thirty…

Monday September 4, 2023
6:00 a.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Industry Night
Sep4
Music & Comedy

Industry Night

Industry Night is weekly, variety show featuring Chicago’s top comedic talent on the one night a week the rest of our theaters are dark! Stand-up,…

Monday September 4, 2023
8:00 p.m.9:30 p.m.
The Foxhole
2444 W Montrose Ave
Rush Hour Concerts | | Season Opener: A Night of Firsts
Sep5
Music & Comedy

Rush Hour Concerts | | Season Opener: A Night of Firsts

RUSH HOUR CONCERTS | | Season Opener: A Night of Firsts Lei Hou and Qing Hou, violins ​​Larry Neuman, viola Karen Basrak, cello Victor Asuncion,…

Tuesday September 5, 2023
5:00 p.m.7:00 p.m.
Chicago’s Best Standup
Sep5
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Chicago’s Best Standup

Chicago’s Best Standup Comedy is back better than ever. We’ve compiled the absolute best standup comedy lineup that you will see in the city. Today’s…

Tuesday September 5, 2023
7:30 p.m.9:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
bean-night

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