My Life as a Cowboy
Feb20
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…

Friday, February 20th
7:30 p.m.9:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Devil’s Daughter
Feb20
Music & Comedy

Devil’s Daughter

The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, February 20th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Come Back, Little Sheba
Feb20
Theatre & Performing Arts

Come Back, Little Sheba

Midwest town. Forced into marriage due to an unexpected pregnancy, former beauty queen Lola and recovering alcoholic Doc live a quiet life of heartbreak and…

Friday, February 20th
7:30 p.m.9:00 p.m.
American Blues Theater
5627 N Lincoln Blvd
The Original Improv Gladiators: Season 39
Feb20
Music & Comedy

The Original Improv Gladiators: Season 39

What started as an idea to fill a recently vacated production slot back in January of 2008 has turned into a sure-fire hit improv-aganza and…

Friday, February 20th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Miss Julie
Feb20
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…

Friday, February 20th
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Gangsters!
Feb20
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…

Friday, February 20th
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
Feb20
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,…

Friday, February 20th
7:30 p.m.9:30 p.m.
Redtwist Theatre Presents “Confederates”
Feb20
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…

Friday, February 20th
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
The Angels of Lemnos
Feb20
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…

Friday, February 20th
7:30 p.m.9:30 p.m.
Bramble Arts Loft
The Pets
Feb20
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…

Friday, February 20th
7:30 p.m.9:30 p.m.
Bramble Arts Loft
Red Light Winter
Feb20
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…

Friday, February 20th
7:30 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Oil Lamp Theater’s “The Outsider”
Feb20
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…

Friday, February 20th
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”
Feb20
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…

Friday, February 20th
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”
Feb20
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…

Friday, February 20th
7:30 p.m.10:00 p.m.
Theater Wit
A Midsummer Night’s Dream
Feb20
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…

Friday, February 20th
7:30 p.m.10:00 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd
Rich Brian – Where Is My Head? 2026 World Tour
Feb20
Music & Comedy

Rich Brian – Where Is My Head? 2026 World Tour

Indonesian rapper and Vine sensation Rich Brian is scheduled to perform in Chicago on Friday, February 20, 2026, as part of his “Where Is My…

Friday, February 20th
7:30 p.m.10:30 p.m.
The Riveria Theater
4746 N Racine Ave
Devil’s Daughter
Feb20
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, February 20th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
Feb20
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, February 20th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
3 Stages of Love
Feb20
Theatre & Performing Arts

3 Stages of Love

Ghostlight begins its 9th Season with the first installment of a three-part cabaret experience devised by Ensemble Member Khnemu Menu-Ra, 3 Stages of Love. The…

Friday, February 20th
8:00 p.m.9:00 p.m.
Mrs. Murphy & Sons Irish Bistro
3905 N Lincoln Ave
3 Stages of Love Part 2: Simple Love/Unperfect Actor
Feb20
Theatre & Performing Arts

3 Stages of Love Part 2: Simple Love/Unperfect Actor

Love always makes for a good story because some part of it is always relatable. And what better way to explore all the various sides…

Friday, February 20th
8:00 p.m.9:00 p.m.
Mrs. Murphy & Sons Irish Bistro
3905 N Lincoln Ave
The Lincoln Lodge
Feb20
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…

Friday, February 20th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Green Corridors
Feb20
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…

Friday, February 20th
8:00 p.m.9:30 p.m.
Trap Door Theatre
1655 W. Cortland St.
The Cosmic Underground Show
Feb20
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…

Friday, February 20th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Cut to the Chase
Feb20
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…

Friday, February 20th
8:00 p.m.9:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue