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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
Gangsters!
Feb21
Theatre & Performing Arts

Gangsters!

As the local vegetable market crashes, the Grocers’ Trust hatches a plan to cut a shady deal with the opportunistic state senator Didi. But lurking…

Saturday February 21, 2026
7:30 p.m.9:30 p.m.
The Theatre School at DePaul University
2350 N. Racine Ave, Chicago, IL, 60614
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
By A Thread: Nature’s Resilience
Feb22
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…

Sunday February 22, 2026
10:00 a.m.4:00 p.m.
Illinois Holocaust Museum presents Experience360
Feb22
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…

Sunday February 22, 2026
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum presents Experience360
360 N State 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
2:00 p.m.4:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Gangsters!
Feb22
Theatre & Performing Arts

Gangsters!

As the local vegetable market crashes, the Grocers’ Trust hatches a plan to cut a shady deal with the opportunistic state senator Didi. But lurking…

Sunday February 22, 2026
2:00 p.m.4:00 p.m.
The Theatre School at DePaul University
2350 N. Racine Ave, Chicago, IL, 60614
Musical will have U.S. premiere at The Athenaeum Center for Thought & Culture
Feb22
Theatre & Performing Arts

Musical will have U.S. premiere at The Athenaeum Center for Thought & Culture

After a highly successful run in Europe, the U.S. anticipated premiere of Bernadette, The Musical has been set!The inspiring musical about the courageous story of…

Sunday February 22, 2026
5:00 p.m.7:00 p.m.
Anthenaeum Theater
2936 N. Southport, Avenue
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
By A Thread: Nature’s Resilience
Feb23
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…

Monday February 23, 2026
10:00 a.m.4:00 p.m.
Illinois Holocaust Museum presents Experience360
Feb23
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…

Monday February 23, 2026
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum presents Experience360
360 N State St
Musical will have U.S. premiere at The Athenaeum Center for Thought & Culture
Feb23
Theatre & Performing Arts

Musical will have U.S. premiere at The Athenaeum Center for Thought & Culture

After a highly successful run in Europe, the U.S. anticipated premiere of Bernadette, The Musical has been set!The inspiring musical about the courageous story of…

Monday February 23, 2026
5:00 p.m.7:00 p.m.
Anthenaeum Theater
2936 N. Southport, Avenue
By A Thread: Nature’s Resilience
Feb24
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…

Tuesday February 24, 2026
10:00 a.m.4:00 p.m.
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