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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…
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.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 StMusic & 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 60611Music & 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.Festivals, Fairs & Special Events
Valentines Day Date Night Cocktail Experience
Shake Up Your Valentine’s Day Weekend! Celebrate love, friendship, or just a good time with our special Valentine’s Cocktail Class at Industry Ales! Whether you’re…
Saturday, February 14th
7:00 p.m. – 9:00 p.m.Industry Ales
230 S Wabash AveTheatre & 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 AvenueMusic & 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 StTours & Attractions
Valentine’s Day Dinner Cruises
Set sail with your special someone on an unforgettable experience with a Valentine’s Day Dinner Cruise. Celebrate with your Valentine or Galentine, dining and dancing…
Saturday, February 14th
7:00 p.m. – 10:00 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza DrMuseums, 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.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.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 FloorMusic & 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.…
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 AveTheatre & 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…
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…
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 BlvdMusic & 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, 60606Theatre & 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, 60614Theatre & 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,…
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 AveTheatre & 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, 60025Theatre & 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 StreetTheatre & 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…

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