Improvised Jane Austen
Feb21
Music & Comedy, Theatre & Performing Arts

Improvised Jane Austen

Celebrate Jane Austen’s birthday all winter long with Improvised Jane Austen! Just one day cannot encapsulate a proper observation of Jane Austen’s life and work.…

Saturday, February 21st
7:30 p.m.8:30 p.m.
iO Chicago
1501 N Kingsbury St,
Before and After, an instant drama
Feb21
Theatre & Performing Arts

Before and After, an instant drama

Life is defined in moments. Before and After explores the story leading to a life-changing event and the impact of that instant on all that…

Saturday, February 21st
7:30 p.m.8:30 p.m.
Studio Momentum
1541 W Belmont Ave
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 21st
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
My Life as a Cowboy
Feb21
Theatre & Performing Arts

My Life as a Cowboy

Seventeen-year-old Conor feels stuck in the London suburb of Croydon and dreams of doing something unexpected—entering a country-and-western dance competition. He’s joined by Michael, a fellow lifeguard at…

Saturday, February 21st
7:30 p.m.9:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Morning, Noon, and Night
Feb21
Theatre & Performing Arts

Morning, Noon, and Night

Shattered Globe’s 35th season continues with the Midwest Premiere of Morning, Noon, and Night, a mind-bending exploration of teens, family, surveillance, and connection in a…

Saturday, February 21st
7:30 p.m.9:00 p.m.
Theater Wit
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 21st
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 21st
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 21st
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 21st
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
The Angels of Lemnos
Feb21
Theatre & Performing Arts

The Angels of Lemnos

Clark Week Productions is proud to present The Angels of Lemnos by Jim Henry for a very special 30th anniversary run with a portion of…

Saturday, February 21st
7:30 p.m.9:30 p.m.
Bramble Arts Loft
The Pets
Feb21
Theatre & Performing Arts

The Pets

Bramble Theatre Company begins its 2026 season with a workshop production of The Pets, written by Dizzy Turek and directed by Dan Washelesky, running February 11…

Saturday, February 21st
7:30 p.m.9:30 p.m.
Bramble Arts Loft
Red Light Winter
Feb21
Theatre & Performing Arts

Red Light Winter

This darkly funny Pulitzer Prize Finalist presents a complicated love triangle that explores desire, obsession, and the emptiness behind its character’s lives. In a grimy…

Saturday, February 21st
7:30 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Pigskin: The Football Musical
Feb21
Theatre & Performing Arts

Pigskin: The Football Musical

Football: Four quarters and 100 yards of American Dream. And nowhere is the dream more alive than Tacoma Washington High School. This musical takes you…

Saturday, February 21st
7:30 p.m.9:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
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 21st
7:30 p.m.10:00 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Porchlight Music Theatre Presents “The Irish… and How They Got That Way”
Feb21
Theatre & Performing Arts

Porchlight Music Theatre Presents “The Irish… and How They Got That Way”

Award-winning Porchlight Music Theatre is proud to present The Irish … and How They Got That Way, by Frank McCourt, original musical arrangements by Rusty…

Saturday, February 21st
7:30 p.m.10:00 p.m.
Ruth Page Center for the Arts
1016 North Dearborn Street
Remy Bumppo Theatre Company Presents “Hedda Gabler”
Feb21
Theatre & Performing Arts

Remy Bumppo Theatre Company Presents “Hedda Gabler”

Remy Bumppo Theatre Company’s 30th anniversary season continues with Hedda Gabler, adapted by Christopher Shinn, based on the literal translation by Anne-Charlotte Hanes Harvey and…

Saturday, February 21st
7:30 p.m.10:00 p.m.
Theater Wit
A Midsummer Night’s Dream
Feb21
Theatre & Performing Arts

A Midsummer Night’s Dream

A wedding weekend, full of the usual complications: mismatched lovers, mischievous fairies, and a talking donkey and a band of amateur actors? William Shakespeare’s beloved…

Saturday, February 21st
7:30 p.m.10:00 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd
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 21st
7:30 p.m.Sunday, April 5th
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 21st
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 21st
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 21st
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 21st
8:00 p.m.9:30 p.m.
Trap Door Theatre
1655 W. Cortland St.
The Cosmic Underground Show
Feb21
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show blasts off for a 90-minute immersive comedy, magic, and mind-reading show. Cosmic founders Harrison Lampert (a quirky sleight-of-hand expert) and Kayla…

Saturday, February 21st
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Cut to the Chase
Feb21
Theatre & Performing Arts

Cut to the Chase

A staple of Chicago theater for 25 years, CUT TO THE CHASE presents six staged new plays — three world premieres and three Chicago premieres — as…

Saturday, February 21st
8:00 p.m.9:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue