Wheel of Improv
May17
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 17th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
FIRE HOUSE
May17
Theatre & Performing Arts

FIRE HOUSE

You step inside Chicago’s oldest firehouse, preserved perfectly in time. A company of firefighters is preparing for the line of duty as a string of…

Sunday, May 17th
8:00 p.m.9:30 p.m.
Firehouse Art Studio
1123 W. Roosevelt Rd.
That 90s Throwback Comedy Show
May17
Music & Comedy, Theatre & Performing Arts

That 90s Throwback Comedy Show

Calling all 90s kids! This show is for you. Each month, Chicago’s hottest comedians share their favorite 90s obsessions while the audience battles over trivia…

Sunday, May 17th
8:00 p.m.9:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
Les Misérables
May18
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…

Monday, May 18th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Magic Mondays
May18
Music & Comedy, Theatre & Performing Arts

Magic Mondays

Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…

Monday, May 18th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Remy Bumppo Theatre Company Presents the Return of Readings on Ravenswood
May18
Theatre & Performing Arts

Remy Bumppo Theatre Company Presents the Return of Readings on Ravenswood

Remy Bumppo Theatre Company is proud to announce the 2026 return of its Readings on Ravenswood series, curated by Artistic Director Marti Lyons and Creative…

Monday, May 18th
7:00 p.m.9:00 p.m.
Remy Bumppo Rehearsal Space
1751 W. Grace Street
Les Misérables
May19
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 19th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Theater of the Mind
May19
Theatre & Performing Arts

Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

Tuesday, May 19th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
Spamalot
May19
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…

Tuesday, May 19th
5:00 p.m.7:00 p.m.
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Windfall
May19
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 19th
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
[producing body] Presents “Spaceman”
May19
Theatre & Performing Arts

[producing body] Presents “Spaceman”

[producingbody] is pleased to announce the Chicago premiere of Spaceman, by Leegrid Stevens and directed by Eric Slater, May 19 – June 13, at The…

Tuesday, May 19th
7:30 p.m.9:30 p.m.
The Edge Off Broadway Theatre
1133 W Catalpa Ave.
Les Misérables
May20
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 20th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Theater of the Mind
May20
Theatre & Performing Arts

Theater of the Mind

Now through July 12, 2026 Multiple experiences per day at the Reid Murdoch Building, 333 N LaSalle Visit TheateroftheMindChicago.com for dates, times, and tickets Created…

Wednesday, May 20th
Reid Murdoch Building – 333 N LaSalle
333 N LaSalle
The Three Little Pigs at Stahl Family Theatre
May20
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 20th
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Goldilocks and the Three Bears
May20
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 20th
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
Windfall
May20
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 20th
2:00 p.m.4:00 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Always…Patsy Cline
May20
Theatre & Performing Arts

Always…Patsy Cline

This musical play, complete with down-home country humor and big-hearted emotion, includes hits Crazy, I Fall to Pieces, Sweet Dreams, Walkin’ After Midnight and more! Starring ensemble member Liz Chidester as Patsy…

Wednesday, May 20th
2:00 p.m.4:00 p.m.
American Blues Theater
5627 N Lincoln Blvd
An Enemy of the People
May20
Theatre & Performing Arts

An Enemy of the People

An award-winning new take on the historic masterwork about citizens standing up to power.  When a respected doctor in small-town Norway makes a deadly discovery…

Wednesday, May 20th
7:00 p.m.9:00 p.m.
TimeLine Theatre Company
5035 N Broadway
Covenant
May20
Theatre & Performing Arts

Covenant

BY YORK WALKER DIRECTED BY MALKIA STAMPLEY “Everybody got a secret.” Expect one devilish twist after another in Covenant, a mythic and suspenseful new play hailed…

Wednesday, May 20th
7:30 p.m.9:00 p.m.
Goodman Theatre
170 N. Dearborn St.
Windfall
May20
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 20th
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
[producing body] Presents “Spaceman”
May20
Theatre & Performing Arts

[producing body] Presents “Spaceman”

[producingbody] is pleased to announce the Chicago premiere of Spaceman, by Leegrid Stevens and directed by Eric Slater, May 19 – June 13, at The…

Wednesday, May 20th
7:30 p.m.9:30 p.m.
The Edge Off Broadway Theatre
1133 W Catalpa Ave.
Hookman
May20
Theatre & Performing Arts

Hookman

For fans of movies like I Know What You Did Last Summer, Freaky & Scream, Bump in the Night Theatre brings slashers to the stage…

Wednesday, May 20th
7:30 p.m.9:30 p.m.
Bramble Arts Loft
Hooch & Holler Comedy Show
May20
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 20th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
May20
Music & Comedy, Theatre & Performing Arts

The Fizz Show

Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…

Wednesday, May 20th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.