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Calvin Evans at The Comedy Bar
Feb13
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…

Friday February 13, 2026
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Voila: The Improvised Musical
Feb13
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday February 13, 2026
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Feb13
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday February 13, 2026
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Eureka Day
Feb14
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…

Saturday February 14, 2026
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
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 14, 2026
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 14, 2026
Fine Arts Building | Studebaker Theater
410 South Michigan Avenue
By A Thread: Nature’s Resilience
Feb14
Museums, Galleries & Exhibitions

By A Thread: Nature’s Resilience

By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…

Saturday February 14, 2026
10:00 a.m.4:00 p.m.
Illinois Holocaust Museum presents Experience360
Feb14
Museums, Galleries & Exhibitions

Illinois Holocaust Museum presents Experience360

Illinois Holocaust Museum presents Experience360 provides a panoramic view through history and truth, inviting visitors of all backgrounds to witness stories of survival, ask questions, and reflect…

Saturday February 14, 2026
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum presents Experience360
360 N State St
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 14, 2026
11:00 a.m.12:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
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 14, 2026
5:00 p.m.7:00 p.m.
Anthenaeum Theater
2936 N. Southport, Avenue
Josh Johnson Live!
Feb14
Music & Comedy

Josh Johnson Live!

Comedian Josh Johnson will perform live at The Chicago Theatre on Feb. 14-15, 2026.

Saturday February 14, 2026
5:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
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 14, 2026
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 14, 2026
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 14, 2026
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
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 14, 2026
7:00 p.m.8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Teatro Zinzanni
Feb14
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Saturday February 14, 2026
7:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
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 14, 2026
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 14, 2026
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
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 14, 2026
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
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 14, 2026
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 14, 2026
7:30 p.m.9:30 p.m.
The Theatre School at DePaul University
2350 N. Racine Ave, Chicago, IL, 60614
The Lincoln Lodge
Feb14
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 14, 2026
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
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 14, 2026
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury 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 14, 2026
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
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