The Outsiders
Feb14
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…

Saturday, February 14th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Roald Dahl’s The Enormous Crocodile: The Musical
Feb14
Music & Comedy, Theatre & Performing Arts

Roald Dahl’s The Enormous Crocodile: The Musical

The Enormous Crocodile musical brings Roald Dahl’s story to life with puppets, music, and laughs — a fun family show at Chicago’s Studebaker Theater. “For…

Saturday, February 14th
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
Short Shakespeare! Hamlet
Feb14
Theatre & Performing Arts

Short Shakespeare! Hamlet

“The play’s the thing” in 75-minute staging of Shakespeare’s most famous play Artistic Director Edward Hall stages CST’s first-ever 75-minute adaptation of Shakespeare’s timeless classic.…

Saturday, February 14th
11:00 a.m.12:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
SHOWCASE 2026: A Premiere Presentation of New Chicago Musicals
Feb14
Theatre & Performing Arts

SHOWCASE 2026: A Premiere Presentation of New Chicago Musicals

Victory Gardens Theater, in partnership with New Musicals Chicago, proudly announces SHOWCASE 2026, a special presentation of brand-new locally developed works premiering Saturday, February 14,…

Saturday, February 14th
1:00 p.m.3:00 p.m.
2433 N Lincoln Ave, Chicago, IL
2433 N Lincoln Ave
The 8th Dwarf
Feb14
Theatre & Performing Arts

The 8th Dwarf

Binkley, an outsider dwarf from the Kingdom of Magical Land, is quiet, timid and scared of the dark — not exactly the best characteristics for…

Saturday, February 14th
2:00 p.m.3:00 p.m.
Bughouse Theater
1910 West Irving Park Road
“Clue” presented by The Beverly Theatre Guild
Feb14
Music & Comedy, Theatre & Performing Arts

“Clue” presented by The Beverly Theatre Guild

Chicago, IL: The Beverly Theatre Guild (BTG) is thrilled to present the iconic comedy Clue on February 13-15, 2026. In this fun murder-mystery, based on…

Saturday, February 14th
2:00 p.m.3:30 p.m.
Baer Theater at Morgan Park Academy
2153 W 111th St, Chicago, IL, 60643
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
2:00 p.m.4:30 p.m.
The Yard at Chicago Shakespeare
800 East Grand Avenue
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
2:00 p.m.5:00 p.m.
Ruth Page Center for the Arts
1016 North Dearborn Street
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
3:00 p.m.5:00 p.m.
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
3:00 p.m.5:30 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
The Cosmic Underground Show-Valentine’s Day Matinee
Feb14
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show-Valentine’s Day Matinee

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

Saturday, February 14th
4:30 p.m.6:00 p.m.
cosmic underground theater
3433 W Fullerton Ave
Musical will have U.S. premiere at The Athenaeum Center for Thought & Culture
Feb14
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…

Saturday, February 14th
5:00 p.m.7:00 p.m.
Anthenaeum Theater
2936 N. Southport, Avenue
ComedySportz Chicago
Feb14
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 14th
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Disney On Ice: Jump In!
Feb14
Theatre & Performing Arts

Disney On Ice: Jump In!

Get ready for a magical adventure as Disney On Ice unveils its newest show, Jump In!, at United Center from February 12-15, 2026! The adventure begins…

Saturday, February 14th
6:30 p.m.8:30 p.m.
United Center
1901 W Madison St,
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
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
Teatro Zinzanni
Feb14
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…

Saturday, February 14th
7:00 p.m.10:00 p.m.
Teatro ZinZanni – Cambria Hotel
32 W Randolph St
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.
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