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 Dance of Death
Feb21
Theatre & Performing Arts

The Dance of Death

In the high stone tower of an isolated naval fortress, Alice and Edgar are about to celebrate 25 years of wedded bliss—if decades of resentment,…

Saturday February 21, 2026
7:30 p.m.9:30 p.m.
Redtwist Theatre Presents “Confederates”
Feb21
Theatre & Performing Arts

Redtwist Theatre Presents “Confederates”

Award-winning Redtwist Theatre presents Confederates, January 29 – March 8, by Dominique Morisseau and directed by Aaron Reese Boseman, at Redtwist Theatre, 1044 W. Bryn…

Saturday February 21, 2026
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
Oil Lamp Theater’s “The Outsider”
Feb21
Theatre & Performing Arts

Oil Lamp Theater’s “The Outsider”

Oil Lamp Theater is proud to present the first production of its 2026 season, The Outsider, written by Paul Slade Smith and directed by Scott…

Saturday February 21, 2026
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
The Brief Wondrous Life of Oscar Wao
Feb21
Apr5
Theatre & Performing Arts

The Brief Wondrous Life of Oscar Wao

“I have heard from a reliable source that no Dominican male has ever died a virgin. I shall be the first.” Oscar knows that a…

Saturday February 21, 2026
7:30 p.m.Sunday April 5, 2026
2:00 p.m.
Goodman Owen Theatre
170 N. Dearborn, Chicago, IL, 60601
The Kitty & Kellie Show
Feb21
Music & Comedy, Theatre & Performing Arts

The Kitty & Kellie Show

Get your gals pals, your pal gals, and your gals ready as Kellie and Kitty take the stage for this Galentines-themed event. This goes beyond…

Saturday February 21, 2026
8:00 p.m.9:00 p.m.
The De Matt Theater at The Second City
230 W North Ave
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
Green Corridors
Feb21
Theatre & Performing Arts

Green Corridors

Green Corridors Written by Natalka Vorozhbyt Translated by John Freedman with Natalia Bratus Directed by Kay Martinovich Using elements of absurdity and dark humor, Green Corridors is a…

Saturday February 21, 2026
8:00 p.m.9:30 p.m.
Trap Door Theatre
1655 W. Cortland 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
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
Hamnet
Feb22
Theatre & Performing Arts

Hamnet

“Elegant and beguiling” – Evening Standard (UK) Warwickshire, 1582. Agnes Hathaway, a natural healer, meets the Latin tutor, William Shakespeare. Drawn together by powerful but…

Sunday February 22, 2026
2:00 p.m.4:30 p.m.
The Yard at Chicago Shakespeare
800 East Grand Avenue
The Dance of Death
Feb22
Theatre & Performing Arts

The Dance of Death

In the high stone tower of an isolated naval fortress, Alice and Edgar are about to celebrate 25 years of wedded bliss—if decades of resentment,…

Sunday February 22, 2026
3:00 p.m.5:00 p.m.
Oil Lamp Theater’s “The Outsider”
Feb22
Theatre & Performing Arts

Oil Lamp Theater’s “The Outsider”

Oil Lamp Theater is proud to present the first production of its 2026 season, The Outsider, written by Paul Slade Smith and directed by Scott…

Sunday February 22, 2026
3:00 p.m.5:30 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Teatro Zinzanni
Feb22
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Sunday February 22, 2026
4:00 p.m.7:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
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
Teatro Zinzanni
Feb22
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale now at https://zinzanni.com/chicago/tickets/ “Best Night Out” – CS Magazine | “You must see to believe!” – Forbes Teatro ZinZanni, Chicago’s most…

Sunday February 22, 2026
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
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