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Museums, Galleries & Exhibitions
Uncertain Histories
The Grand Army of the Republic (GAR) Hall was built as a memorial to the sacrifices of Union Civil War veterans and their families. According…
Saturday June 14, 2025
10:00 a.m. – Sunday May 24, 2026
4:45 p.m.Chicago Cultural Center
78 E Washington StMuseums, Galleries & Exhibitions
Yoko Ono: Music of the Mind
Yoko Ono: Music of the Mind presents one of the most comprehensive exhibitions to date of Yoko Ono, the trailblazing artist, celebrated musician, and formidable campaigner…
Saturday October 18, 2025 – Sunday February 22, 2026Museum of Contemporary Art
220 E. Chicago Ave.Theatre & Performing Arts
Holiday
The 1920s Romantic Comedy Soars to New Life. From Tony Award winner Richard Greenberg comes a sparkling contemporary adaptation of Philip Barry’s classic play that…
Saturday, January 31st
7:30 p.m. – Sunday, March 1st
2:00 p.m.Goodman Albert Theatre
170 N. Dearborn, Chicago, IL, 60601Theatre & 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 14thBroadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & 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 14thCadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601Music & 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 14thFine Arts Building | Studebaker Theater
410 South Michigan AvenueBalloon Museum: EmotionAir
The Pop Air and Let’s Fly exhibitions continue to thrill and engage a participative audience, but EmotionAir sets an even more ambitious goal. This latest…
Music & Comedy
Josh Johnson Live!
Comedian Josh Johnson will perform live at The Chicago Theatre on Feb. 14-15, 2026.
Saturday, February 14th
5:00 p.m. – 10:00 p.m.The Chicago Theatre
175 N. StateTours & 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 DrTheatre & 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.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.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, 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…
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 RdTheatre & Performing Arts
The Factory Theater Presents “Kubrickian”
The Factory Theater, 1623 W. Howard St., is proud to present Kubrickian, February 20 – March 15, written by Zack Peercy and directed by AJ…
Saturday, February 14th
8:00 p.m. – 10:30 p.m.The Factory Theater
1623 W. Howard St. , Chicago, IL, 60626Festivals, Fairs & Special Events
Mardi Gras at Blue Bayou: Screw Cupid Edition
Cupid’s cancelled. Beads are not. This Valentine’s Day, we’re throwing romance out the window and giving away a trip to New Orleans for Mardi Gras…
Saturday, February 14th
8:00 p.m. – Sunday, February 15th
1:30 a.m.Blue Bayou
3734 N Southport AveMusic & 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
9:00 p.m. – 10:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Secret Sketch Show
Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…
Saturday, February 14th
9:00 p.m. – 10:30 p.m.iO Theater
1501 N. Kingsbury St.Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Saturday, February 14th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Cupid’s Revenge: A Corny Love Story
Come lovers, come haters, come lonely masturbators, to an evening of Love, Laughter, and Debauchery. Sure, Cupid’s job is to shuck our hearts, butter our…
Saturday, February 14th
10:00 p.m. – 11:00 p.m.Cornservatory
4210 N Lincoln AveMusic & Comedy
Burlesque For Lovers – Valentines Day Show
Starlets presents Burlesque for Lovers – a Valentine’s Day show celebrating love, lust, and self-love! Enjoy an unforgettable night of dazzling performances featuring Ronnie Rouge,…
Saturday, February 14th
10:00 p.m. – 11:45 p.m.Stars and Garters
3914 N Clark StTheatre & 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…
Sunday, February 15thBroadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611Theatre & 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…
Sunday, February 15thCadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601

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