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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!)…
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…
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 24th
8:00 p.m. – 9:30 p.m.Firehouse Art Studio
1123 W. Roosevelt Rd.Music & Comedy, Theatre & Performing Arts
The Oldest Profession: Solo Comedy Show About Sex Worker History | Chicago
The Oldest Profession is a solo comedy show by Kaytlin Bailey — comedian, former sex worker, and host of the acclaimed podcast of the same…
Theatre & Performing Arts
First Floor Theater’s “WORK HARD HAVE FUN MAKE HISTORY”
A catalog of all the possible phone calls that exist. A play that is not about corporations, not about warehouses, and certainly not about billionaires.…
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…
Monday, May 25th
8:00 p.m. – 9:30 p.m.Firehouse Art Studio
1123 W. Roosevelt Rd.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…
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 26th
5:00 p.m. – 7:00 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Music & Comedy, Theatre & Performing Arts
The Oldest Profession: Solo Comedy Show About Sex Worker History | Chicago
The Oldest Profession is a solo comedy show by Kaytlin Bailey — comedian, former sex worker, and host of the acclaimed podcast of the same…
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 26th
9:00 p.m. – 10:30 p.m.The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United StatesTheatre & 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…
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 27th
2:00 p.m. – 4:00 p.m.American Blues Theater
5627 N Lincoln BlvdTheatre & Performing Arts
Sam Yo – The Monk’s Mindset Book Tour
Sam Yo is appearing at the House of Blues Chicago on Wednesday, May 27, 2026, for his “The Monk’s Mindset” book tour.
Wednesday, May 27th
6:30 p.m. – 8:30 p.m.Theatre & Performing Arts
Stories
Join Cunning Folk Theatre Co. for a new play based on a tale by classic Yiddish author Y.L. Peretz (and the company’s Midwest debut!) In…
Wednesday, May 27th
7:00 p.m. – 8:20 p.m.Athenaeum Center for Thought & Culture
2936 North Southport AvenueTheatre & 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 27th
7:00 p.m. – 9:00 p.m.TimeLine Theatre Company
5035 N BroadwayMusic & Comedy, Theatre & Performing Arts
The Oldest Profession: Solo Comedy Show About Sex Worker History | Chicago
The Oldest Profession is a solo comedy show by Kaytlin Bailey — comedian, former sex worker, and host of the acclaimed podcast of the same…
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…
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 27th
7:30 p.m. – 9:30 p.m.Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614Theatre & Performing Arts
Content
Abigail Faulkner has vanished under mysterious circumstances, leaving her family with nothing but questions. Thankfully, true crime YouTuber Nathan Kraus has taken it upon himself…
Wednesday, May 27th
7:30 p.m. – 9:30 p.m.The Theatre School at DePaul University
2350 N. Racine Ave, Chicago, IL, 60614Theatre & 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…
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 27th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionMusic & 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,…
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…
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…

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