The Infinite Wrench
Feb14
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 14th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Leaning In
Feb14
Theatre & Performing Arts

Leaning In

Leaning In is a playful, tender, and deeply human look at love in all its forms—the kind that makes you laugh, choose each other again,…

Saturday, February 14th
7:00 p.m.8:00 p.m.
Park Church
1001 N Crosby St
Calvin Evans at The Comedy Bar
Feb14
Music & Comedy

Calvin Evans at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Chicago native Calvin Evans’ comedy career…

Saturday, February 14th
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Valen-Wine’s Day: A Comedy & Wine Pairing
Feb14
Music & Comedy

Valen-Wine’s Day: A Comedy & Wine Pairing

This Valentine’s Day, fall in love one glass at a time. Valen-Wine’s Day pairs six of Chicago’s best stand-up comedians with six different wines, creating…

Saturday, February 14th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Hamnet
Feb14
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…

Saturday, February 14th
7:00 p.m.9:30 p.m.
The Yard at Chicago Shakespeare
800 East Grand Avenue
Sideshow Villains’ Deviant Cabaret: 7 Deadly Sins Masquerade
Feb14
Theatre & Performing Arts

Sideshow Villains’ Deviant Cabaret: 7 Deadly Sins Masquerade

Sideshow Villains’ Deviant Cabaret: 7 Deadly Sins Masquerade is a live music, circus and theater event that questions the nature of sin. This is the…

Saturday, February 14th
7:00 p.m.10:00 p.m.
Gateway Theater Annex @ The Copernicus Center
5216 W Lawrence Ave.
Heartbeat House Party at Shedd Aquarium
Feb14
Museums, Galleries & Exhibitions, Music & Comedy

Heartbeat House Party at Shedd Aquarium

Feel the love and the rhythm at the first-ever Heartbeat House Party! Celebrate Valentine’s Day beneath the waves with house music and aquatic allure. Dress…

Saturday, February 14th
7:00 p.m.11:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
Baby Wants Candy! The Original Completely Improvised Musical
Feb14
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 14th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Feb14
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 14th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Improvised Jane Austen
Feb14
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 14th
7:30 p.m.8:30 p.m.
iO Chicago
1501 N Kingsbury St,
Before and After, an instant drama
Feb14
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 14th
7:30 p.m.8:30 p.m.
Studio Momentum
1541 W Belmont Ave
The Improvised Shakespeare Company®
Feb14
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 14th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
My Life as a Cowboy
Feb14
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 14th
7:30 p.m.9:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
The Angels of Lemnos
Feb14
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 14th
7:30 p.m.9:00 p.m.
Bramble Arts Loft
Come Back, Little Sheba
Feb14
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…

Saturday, February 14th
7:30 p.m.9:00 p.m.
American Blues Theater
5627 N Lincoln Blvd
The Original Improv Gladiators: Season 39
Feb14
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…

Saturday, February 14th
7:30 p.m.9:00 p.m.
Cornservatory
4210 N Lincoln Ave
Salome
Feb14
Music & Comedy, Theatre & Performing Arts

Salome

Based on Oscar Wilde’s one-act play, Salome has been thrilling and fascinating audiences for more than a century. Lyric Opera of Chicago brings Sir David McVicar’s decadent…

Saturday, February 14th
7:30 p.m.9:15 p.m.
Lyric Opera of Chicago
20 N. Wacker Dr. , Chicago, IL, 60606
Gangsters!
Feb14
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 14th
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
Feb14
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 14th
7:30 p.m.9:30 p.m.
Redtwist Theatre Presents “Confederates”
Feb14
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 14th
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
Oil Lamp Theater’s “The Outsider”
Feb14
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 14th
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”
Feb14
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 14th
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”
Feb14
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 14th
7:30 p.m.10:00 p.m.
Theater Wit
A Midsummer Night’s Dream
Feb14
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 14th
7:30 p.m.10:00 p.m.
Mundelein Center For The Fine & Performing Arts
1020 W Sheridan Rd