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The Outsiders
Feb21
Theatre & Performing Arts

The Outsiders

The winner of four 2024 Tony Awards®, including Best Musical, is THE OUTSIDERS. Adapted from S.E. HINTON’s seminal novel and FRANCIS FORD COPPOLA’s iconic film, this thrilling new…

Saturday February 21, 2026
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Miss Julie
Feb21
Theatre & Performing Arts

Miss Julie

August Strindberg’s Miss Julie is a confrontation of class, gender, and desire at the turn of the twentieth century that’s as relevant today as when…

Saturday February 21, 2026
2:00 p.m.4:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
ComedySportz Chicago
Feb21
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday February 21, 2026
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Infinite Wrench
Feb21
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 February 21, 2026
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Teatro Zinzanni
Feb21
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…

Saturday February 21, 2026
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Baby Wants Candy! The Original Completely Improvised Musical
Feb21
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 February 21, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Feb21
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 February 21, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
The Improvised Shakespeare Company®
Feb21
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…

Saturday February 21, 2026
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Miss Julie
Feb21
Theatre & Performing Arts

Miss Julie

August Strindberg’s Miss Julie is a confrontation of class, gender, and desire at the turn of the twentieth century that’s as relevant today as when…

Saturday February 21, 2026
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
The Lincoln Lodge
Feb21
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday February 21, 2026
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
ComedySportz Chicago
Feb21
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday February 21, 2026
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Best Of Annoyance Sketch
Feb21
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 February 21, 2026
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Eureka Day
Feb22
Theatre & Performing Arts

Eureka Day

Chicago’s acclaimed TimeLine Theatre Company returns to the Broadway Playhouse (following previous hit productions OSLO and THE LEHMAN TRILOGY)! At Berkeley, California’s ultra-progressive Eureka Day…

Sunday February 22, 2026
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Outsiders
Feb22
Theatre & Performing Arts

The Outsiders

The winner of four 2024 Tony Awards®, including Best Musical, is THE OUTSIDERS. Adapted from S.E. HINTON’s seminal novel and FRANCIS FORD COPPOLA’s iconic film, this thrilling new…

Sunday February 22, 2026
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Miss Julie
Feb22
Theatre & Performing Arts

Miss Julie

August Strindberg’s Miss Julie is a confrontation of class, gender, and desire at the turn of the twentieth century that’s as relevant today as when…

Sunday February 22, 2026
2:00 p.m.4:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Wheel of Improv
Feb22
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 February 22, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Miss Julie
Feb22
Theatre & Performing Arts

Miss Julie

August Strindberg’s Miss Julie is a confrontation of class, gender, and desire at the turn of the twentieth century that’s as relevant today as when…

Sunday February 22, 2026
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
The Three Little Pigs at Beverly Arts Center
Feb25
Theatre & Performing Arts

The Three Little Pigs at Beverly Arts Center

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 February 25, 2026
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
Snow White and the Seven Dwarfs
Feb25
Theatre & Performing Arts

Snow White and the Seven Dwarfs

The Queen is jealous of Snow White’s Beauty!  So she runs off into the woods to live with seven crazy Dwarfs.  Will the Queen find…

Wednesday February 25, 2026
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Miss Julie
Feb25
Theatre & Performing Arts

Miss Julie

August Strindberg’s Miss Julie is a confrontation of class, gender, and desire at the turn of the twentieth century that’s as relevant today as when…

Wednesday February 25, 2026
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Hooch & Holler Comedy Show
Feb25
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 February 25, 2026
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Three Little Pigs at Beverly Arts Center
Feb26
Theatre & Performing Arts

The Three Little Pigs at Beverly Arts Center

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 February 26, 2026
10:30 a.m.11:30 a.m.
Beverly Arts Center of Chicago
2407 W. 111th St. , Chicago, IL, 60655
Snow White and the Seven Dwarfs
Feb26
Theatre & Performing Arts

Snow White and the Seven Dwarfs

The Queen is jealous of Snow White’s Beauty!  So she runs off into the woods to live with seven crazy Dwarfs.  Will the Queen find…

Thursday February 26, 2026
10:30 a.m.11:30 a.m.
Stahl Family Theatre
5900 W Belmont Ave
Stars & Garters Presents “Stars & Garters After Dark”
Feb26
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 February 26, 2026
7:00 p.m.9:30 p.m.
Stars and Garters Club
3914 N Clark St
bean-night

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