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Upcoming Chicago Events

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The Infinite Wrench
May17
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, May 17th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Beyoncé: Cowboy Carter Tour
May17
Music & Comedy

Beyoncé: Cowboy Carter Tour

Beyoncé returns to the stage for the COWBOY CARTER TOUR with three performances at Soldier Field May 15, 17 and 18!

Saturday, May 17th
7:00 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Clued In
May17
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, May 17th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Here 4 A Bit *Naughty Improv
May17
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, May 17th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Baby Wants Candy! The Original Completely Improvised Musical
May17
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, May 17th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Trasna
May17
Music & Comedy

Trasna

Trasna Performs in the Mayfair Theatre on May 17 Trasna, the Irish folk duo comprised of Ger O’Donnell from County Clare and Trevor Sexton from…

Saturday, May 17th
7:00 p.m.9:00 p.m.
Irish American Heritage Center, 4626 N Knox Ave, Chicago, IL 60630
4626 N Knox Ave
Anthony Hamilton & Vivian Green
May17
Music & Comedy

Anthony Hamilton & Vivian Green

Anthony Hamilton and Vivian Green will perform at The Chicago Theatre on May 17 with special guest Jadon Giuseppe!

Saturday, May 17th
8:00 p.m.11:00 p.m.
The Chicago Theatre
175 N. State
I’m M$. B’havin with my $exagenarian$
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

I’m M$. B’havin with my $exagenarian$

The music and entertainment of I’m M$. B’Havin and her Sexagenarians’ band is a unique blend of Blues, Jazz, R&B and a good time for…

Saturday, May 17th
9:00 p.m.11:30 p.m.
The Tonk
1800 S Racine Ave
Best Of Annoyance Sketch
May17
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, May 17th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
May17
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, May 17th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Acts Of Kindness Cabaret — Final Bow
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Acts Of Kindness Cabaret — Final Bow

Celebrate 20 years of music, kindness, and community with Acts Of Kindness Cabaret (AOKC) as we take our final bow. For two decades, AOKC has…

Sunday, May 18th
3:00 p.m.5:30 p.m.
Chicago Theater Works
1113 W. Belmont Ave.
Teatro Zinzanni
May18
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, May 18th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
The Swingin Sisters: Swingin thru the 60’s
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

The Swingin Sisters: Swingin thru the 60’s

The Swingin’ Sisters use their amazing harmonies to interpret the swinging songs of the 1960s. This show will renew your love and appreciation for these…

Sunday, May 18th
12:00 p.m.1:30 p.m.
Le Piano
6970 N. Glenwood Ave.
Andy Bossov & Friends Celebrate Allan Sherman at 100!
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Andy Bossov & Friends Celebrate Allan Sherman at 100!

Who doesn’t remember “Hello Muddah, Hello Fadduh”? But parodist Allan Sherman wrote so many more songs than that and inspired all punny people after him.…

Sunday, May 18th
2:00 p.m.3:30 p.m.
Congregation Bene Shalom
4435 Oakton Street
Authentic Flamenco Presents Patricia Donn in Chicago
May18
Music & Comedy

Authentic Flamenco Presents Patricia Donn in Chicago

After its international success, with over 225,000 attendees, Authentic Flamenco is back in Chicago with an all-new production and cast! The brand new show features…

Sunday, May 18th
7:00 p.m.8:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
Sam Fazio Sings the Classics
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sam Fazio Sings the Classics

Close out our Cabaret Week with Chicago-based vocalist Sam Fazio. Fazio has established a name for himself in the music scene over the years with…

Sunday, May 18th
7:00 p.m.9:00 p.m.
Vincent Restaurant
1475 W Balmoral Ave
Beyoncé: Cowboy Carter Tour
May18
Music & Comedy

Beyoncé: Cowboy Carter Tour

Beyoncé returns to the stage for the COWBOY CARTER TOUR with three performances at Soldier Field May 15, 17 and 18!

Sunday, May 18th
7:00 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
Drew Dunn at The Comedy Bar
May18
Music & Comedy

Drew Dunn at The Comedy Bar

Drew Dunn started his stand-up career in 2014, quickly gaining recognition in New England for his quick wit, voices, and unique style. After winning the…

Sunday, May 18th
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Billy Idol & Joan Jett and The Blackhearts – It’s A Nice Day To…Tour Again!
May20
Music & Comedy

Billy Idol & Joan Jett and The Blackhearts – It’s A Nice Day To…Tour Again!

Billy Idol & Joan Jett and The Blackhearts will perform live at Credit Union 1 Amphitheatre on May 20, 2025.

Tuesday, May 20th
7:30 p.m.10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Tuesday Good Show
May20
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, May 20th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Hooch & Holler Comedy Show
May21
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, May 21st
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Peter Pan at Chicago Kids Company
May21
Music & Comedy

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Wednesday, May 21st
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Peter Pan at Chicago Kids Company
May22
Music & Comedy

Peter Pan at Chicago Kids Company

Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…

Thursday, May 22nd
10:30 a.m.11:30 a.m.
Morgan Park Academy
2153 W 111th Street
Teatro Zinzanni
May22
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, May 22nd
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
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