Stars & Garters Presents “Stars & Garters After Dark”
May21
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 21st
7:00 p.m.9:30 p.m.
Stars and Garters Club
3914 N Clark St
Dumb and Drummer
May21
Music & Comedy, Theatre & Performing Arts

Dumb and Drummer

Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…

Thursday, May 21st
7:30 p.m.9:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Windfall
May21
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 21st
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Concrete Boys – It’s Us Vol. 2 Tour
May21
Music & Comedy

Concrete Boys – It’s Us Vol. 2 Tour

Concrete Boys is scheduled to perform in Chicago on Thursday, May 21, 2026, as part of their “It’s Us Vol. 2 Tour”.

Thursday, May 21st
7:30 p.m.10:30 p.m.
Park West
322 W Armitage Ave
Les Misérables
May22
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 22nd
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Comedy Hour at Annoyance Theatre
May22
May23
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 22nd
12:00 a.m.Saturday, May 23rd
1:00 a.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Giordano Dance Chicago: Ignite the Soul! Season 63
May22
Theatre & Performing Arts

Giordano Dance Chicago: Ignite the Soul! Season 63

Giordano Dance Chicago (GDC), America’s Original Jazz Dance company, returns to the Harris Theater for its 63rd season, radiating energy and boundless spirit with three…

Friday, May 22nd
7:30 a.m.9:30 a.m.
By A Thread: Nature’s Resilience
May22
Museums, Galleries & Exhibitions

By A Thread: Nature’s Resilience

By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…

Friday, May 22nd
10:00 a.m.4:00 p.m.
Uncertain Histories
May22
Museums, Galleries & Exhibitions

Uncertain Histories

The Grand Army of the Republic (GAR) Hall was built as a memorial to the sacrifices of Union Civil War veterans and their families. According…

Friday, May 22nd
10:00 a.m.4:45 p.m.
Chicago Cultural Center
78 E Washington St
Illinois Holocaust Museum presents Experience360
May22
Museums, Galleries & Exhibitions

Illinois Holocaust Museum presents Experience360

Illinois Holocaust Museum presents Experience360 provides a panoramic view through history and truth, inviting visitors of all backgrounds to witness stories of survival, ask questions, and reflect…

Friday, May 22nd
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum presents Experience360
360 N State St
American Prophets: Writers, Religion, and Culture
May22
Museums, Galleries & Exhibitions

American Prophets: Writers, Religion, and Culture

American Prophets journeys through the pages of American history to explore the influence of religion and spirituality on writers and culture, with interactive displays incorporating…

Friday, May 22nd
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
The Three Little Pigs at Stahl Family Theatre
May22
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 22nd
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Spamalot
May22
Theatre & Performing Arts

Spamalot

THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…

Friday, May 22nd
5:00 p.m.7:00 p.m.
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Slide Away
May22
Music & Comedy

Slide Away

The Slide Away 2026 festival will take place in Chicago over two nights, Friday, May 22, and Saturday, May 23, 2026. The festival features a…

Friday, May 22nd
6:00 p.m.11:00 p.m.
Kid Cudi – Rebel Ragers Tour
May22
Music & Comedy

Kid Cudi – Rebel Ragers Tour

Grammy-winning rapper and songwriter Kid Cudi is scheduled to perform in the Chicago area on Friday, May 22, 2026, as part of The Rebel Ragers…

Friday, May 22nd
6:30 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
The Infinite Wrench
May22
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, May 22nd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
The Improvised Shakespeare Company®
May22
Theatre & Performing Arts

The Improvised Shakespeare Company®

The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…

Friday, May 22nd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Grossman Ensemble – Illuminations
May22
Music & Comedy

Grossman Ensemble – Illuminations

The Grossman Ensemble—performing the best music you haven’t heard yet—closes the 2025-26 concert season with an energetic evening of brand-new music. Luke Poeppel conducts the…

Friday, May 22nd
7:30 p.m.9:00 p.m.
Reva and David – Logan Center for the Arts
915 E 60th St
Devil’s Daughter
May22
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, May 22nd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Windfall
May22
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,…

Friday, May 22nd
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
The Kid LAROi – A Perfect World Tour
May22
Music & Comedy

The Kid LAROi – A Perfect World Tour

The Kid LAROI will bring his A Perfect World Tour to Chicago’s The Salt Shed on Friday, May 22, 2026. This outdoor performance at the…

Friday, May 22nd
7:30 p.m.10:30 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Devil’s Daughter
May22
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, May 22nd
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
May22
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, May 22nd
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
3 Stages of Love Part 2: Simple Love/Unperfect Actor
May22
Theatre & Performing Arts

3 Stages of Love Part 2: Simple Love/Unperfect Actor

Love always makes for a good story because some part of it is always relatable. And what better way to explore all the various sides…

Friday, May 22nd
8:00 p.m.9:00 p.m.
Mrs. Murphy & Sons Irish Bistro
3905 N Lincoln Ave