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The Infinite Wrench
Sep5
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 5th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
D’Lai at The Comedy Bar
Sep5
Music & Comedy

D’Lai at The Comedy Bar

D’Lai is one of the nations most sought after comics. He has appeared on HBO’s Def Comedy Jam, Showtime, BET’s ComicView, and Kevin Hart’s Laugh…

Friday, September 5th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
ComedySportz Chicago
Sep5
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 5th
7:00 p.m.8:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
ComedySportz Chicago
Sep5
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 5th
7:00 p.m.8:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Chris Distefano Live
Sep5
Music & Comedy

Chris Distefano Live

Chris Distefano will perform at The Chicago Theatre on September 5.

Friday, September 5th
7:00 p.m.9:00 p.m.
The Chicago Theatre
175 N. State
Dua Lipa – Radical Optimism Tour
Sep5
Music & Comedy

Dua Lipa – Radical Optimism Tour

Dua Lipa is bringing the Radical Optimism Tour to United Center on September 5 & 6, 2025!

Friday, September 5th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St.
Devil’s Daughter
Sep5
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 5th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Lowkey Funny Comedy Show
Sep5
Music & Comedy, Theatre & Performing Arts

Lowkey Funny Comedy Show

This monthly show will shine light on some of Chicago’s emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away…

Friday, September 5th
8:30 p.m.11:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Trapped in a Musical – an improvised musical
Sep5
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, September 5th
9:00 p.m.10:00 p.m.
ComedySportz Chicago
929 W. Belmont Ave.
D’Lai at The Comedy Bar
Sep5
Music & Comedy

D’Lai at The Comedy Bar

D’Lai is one of the nations most sought after comics. He has appeared on HBO’s Def Comedy Jam, Showtime, BET’s ComicView, and Kevin Hart’s Laugh…

Friday, September 5th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Voila: The Improvised Musical
Sep5
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, September 5th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Sep5
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, September 5th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Teatro Zinzanni
Sep6
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…

Saturday, September 6th
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
ComedySportz Chicago
Sep6
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…

Saturday, September 6th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Teatro Zinzanni
Sep6
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…

Saturday, September 6th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Infinite Wrench
Sep6
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 6th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Uncle Charlie’s R&B Cookout: Charlie Wilson, Babyface & K-Ci
Sep6
Music & Comedy

Uncle Charlie’s R&B Cookout: Charlie Wilson, Babyface & K-Ci

R&B icon Charlie Wilson is bringing the ultimate soul-infused celebration to fans this summer with his Uncle Charlie’s R&B Cookout Tour featuring an all-star lineup…

Saturday, September 6th
7:15 p.m.11:30 p.m.
Baby Wants Candy! The Original Completely Improvised Musical
Sep6
Music & Comedy, Theatre & Performing Arts

Baby Wants Candy! The Original Completely Improvised Musical

“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…

Saturday, September 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Sep6
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 6th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Dua Lipa – Radical Optimism Tour
Sep6
Music & Comedy

Dua Lipa – Radical Optimism Tour

Dua Lipa is bringing the Radical Optimism Tour to United Center on September 5 & 6, 2025!

Saturday, September 6th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St.
ComedySportz Chicago
Sep6
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…

Saturday, September 6th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Kruder & Dorfmeister – 30 Year Anniversary Tour
Sep6
Saturday, September 6th
8:00 p.m.11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Here 4 A Bit *Naughty Improv
Sep6
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, September 6th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Best Of Annoyance Sketch
Sep6
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 6th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
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