Wheel of Improv
May10
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, May 10th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Out Here
May10
Theatre & Performing Arts

Out Here

Life happens outside of your comfort zone. Out Here is a world-premiere musical, a thrilling collaboration between Court Theatre and the University of Chicago, and an intimate…

Sunday, May 10th
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Diljit Dosanjh – Aura Tour
May10
Music & Comedy

Diljit Dosanjh – Aura Tour

Global Punjabi superstar Diljit Dosanjh will perform at the Allstate Arena in Rosemont, Illinois, on Sunday, May 10, 2026, as part of his 13-city Aura…

Sunday, May 10th
8:00 p.m.11:00 p.m.
Allstate Arena
6920 Mannheim Road
Les Misérables
May12
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Tuesday, May 12th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Tuesday Good Show
May12
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 12th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Windfall
May12
Theatre & Performing Arts

Windfall

This is a story about money. Don’t let them fool you otherwise. When a father loses his child in a clash with the local police,…

Tuesday, May 12th
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Comic Court: Chicago’s #1 Comedy Court Show
May12
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comic Court: Chicago’s #1 Comedy Court Show

Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…

Tuesday, May 12th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Les Misérables
May13
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Wednesday, May 13th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
The Three Little Pigs at Stahl Family Theatre
May13
Theatre & Performing Arts

The Three Little Pigs at Stahl Family Theatre

Meet Roxanne, Petunia, and Babe…three Sister Piggies who set out to build their own houses.  Roxanne (the Rock’n Roll Pig) builds hers out of Sticks,…

Wednesday, May 13th
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Goldilocks and the Three Bears
May13
Theatre & Performing Arts

Goldilocks and the Three Bears

This musical is JUST RIGHT!  This show is based on the classic story of a young girl who ventures into the woods and stumbles on…

Wednesday, May 13th
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
Windfall
May13
Theatre & Performing Arts

Windfall

This is a story about money. Don’t let them fool you otherwise. When a father loses his child in a clash with the local police,…

Wednesday, May 13th
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Rodrigo Y Gabriela – 20th Anniversary Tour
May13
Music & Comedy

Rodrigo Y Gabriela – 20th Anniversary Tour

Rodrigo y Gabriela are scheduled to perform in Chicago, IL, on Wednesday, May 13, 2026, as part of their “20th Anniversary Tour”.

Wednesday, May 13th
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Triumph Live In Chicago – 50th Anniversary Tour
May13
Music & Comedy

Triumph Live In Chicago – 50th Anniversary Tour

Canadian rock legends Triumph /w special guests April Wine will perform live at Rosemont Theatre on May 13, 2026.

Wednesday, May 13th
8:00 p.m.10:00 p.m.
Rosemont Theatre
Hooch & Holler Comedy Show
May13
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 13th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Les Misérables
May14
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Thursday, May 14th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
The Three Little Pigs at Stahl Family Theatre
May14
Theatre & Performing Arts

The Three Little Pigs at Stahl Family Theatre

Meet Roxanne, Petunia, and Babe…three Sister Piggies who set out to build their own houses.  Roxanne (the Rock’n Roll Pig) builds hers out of Sticks,…

Thursday, May 14th
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Goldilocks and the Three Bears
May14
Theatre & Performing Arts

Goldilocks and the Three Bears

This musical is JUST RIGHT!  This show is based on the classic story of a young girl who ventures into the woods and stumbles on…

Thursday, May 14th
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
Stars & Garters Presents “Stars & Garters After Dark”
May14
Theatre & Performing Arts

Stars & Garters Presents “Stars & Garters After Dark”

Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Stars & Garters After Dark, every Thursday at 7 p.m. in the Rouge Room.…

Thursday, May 14th
7:00 p.m.9:30 p.m.
Stars and Garters Club
3914 N Clark St
Windfall
May14
Theatre & Performing Arts

Windfall

This is a story about money. Don’t let them fool you otherwise. When a father loses his child in a clash with the local police,…

Thursday, May 14th
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Les Misérables
May15
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Friday, May 15th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Comedy Hour at Annoyance Theatre
May15
May16
Theatre & Performing Arts

Comedy Hour at Annoyance Theatre

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…

Friday, May 15th
12:00 a.m.Saturday, May 16th
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Three Little Pigs at Stahl Family Theatre
May15
Theatre & Performing Arts

The Three Little Pigs at Stahl Family Theatre

Meet Roxanne, Petunia, and Babe…three Sister Piggies who set out to build their own houses.  Roxanne (the Rock’n Roll Pig) builds hers out of Sticks,…

Friday, May 15th
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Goldilocks and the Three Bears
May15
Theatre & Performing Arts

Goldilocks and the Three Bears

This musical is JUST RIGHT!  This show is based on the classic story of a young girl who ventures into the woods and stumbles on…

Friday, May 15th
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
Bring Me The Horizon – Ascension Program 2 Tour
May15
Music & Comedy

Bring Me The Horizon – Ascension Program 2 Tour

Bring Me The Horizon is scheduled to perform in Rosemont, IL, on Friday, May 15, 2026, at the Allstate Arena. The concert is part of…

Friday, May 15th
6:00 p.m.11:00 p.m.
Allstate Arena
6920 Mannheim Road