Chicago Valentine's Day Events

Valentine's day events Happening Next in Chicago, IL

Motion City Soundtrack with Say Anything

 Riviera Theatre - Chicago 14 Feb 2026
ART

The Outsiders at Cadillac Palace

 Cadillac Palace 10 Feb 2026
TRIPS-ADVENTURES

Old Crow's Anti-Valentine's Day Party

 Old Crow Smokehouse 14 Feb 2026
PARTIES USD 5 TO 22

2026 Chicago Winter Tequila Tasting Festival (February 14) AE

 Kings Dining & Entertainment 14 Feb 2026
FOOD-DRINKS USD 20 TO 89

Raks Inferno: A Valentine Speakeasy

 The Newport Theater 13 Feb 2026
FESTIVALS USD 33 TO 43

Lyric Opera of Chicago: Cosi Fan Tutte

 Lyric Opera House - IL 31 Jan 2026
TRIPS-ADVENTURES

Ken-Y Live in Concert! Pre-Valentines Day Weekend

 Stereo Nightclub 6 Feb 2026
ENTERTAINMENT USD 45 TO 108

Meet Your Matchmaker: Four singles. Two blind dates. Live onstage.

 The Lincoln Lodge 14 Feb 2026
COMEDY USD 18

Valentine's Day "Dirty Dancing" Class 2026 - Chicago

 Duet Dance Studio 13 Feb 2026
WORKSHOPS USD 130

Lovespell: Pole Dancing & Burlesque Show

 The Newport Theater 14 Feb 2026
PERFORMANCES USD 39 TO 50

The Poetry Brothel Chicago: DEVOTION

 Aloft Circus Arts 14 Feb 2026
ART USD 7 TO 173

A Valentine's Dinner ft. The Sinatra Brothers

 Colvin House 13 Feb 2026
ENTERTAINMENT USD 18 TO 151

The Barr Brothers at Thalia Hall

 Thalia Hall 14 Feb 2026
CONTESTS

Bahamas V-Day Cruise 2026

 Miami, FL 13 Feb 2026

The Shops - Valentines Day Edition

 Water Tower Place (Level 3 Next to JJill and White House Black Market) 15 Feb 2026
ART

Latte art for beginners! (Valetine's Day edition)

 1806 W Cuyler Ave 14 Feb 2026
ART USD 86 TO 107

Performance: BLIND LOVE - Valentine's Day with Rapt In Plastic

 International Museum of Surgical Science 14 Feb 2026
MUSIC USD 29

In-person class:Anti Valentine's Day Cookie Decorating (Chicago)

 Gateway To Learning (4925 N Lincoln Ave, Chicago, IL 60625) 13 Feb 2026
WORKSHOPS USD 65

Valentines Day Ball

 Ballroom Dance Chicago 14 Feb 2026
WORKSHOPS USD 269

Do Not Disturb: Ritz Paris

 Experience 868 Events 21 Feb 2026
USD 80 TO 1,205

Workshop: Japanese Papermaking

 International Museum of Surgical Science 14 Feb 2026
ART USD 0 TO 50

Kaia String Quartet and Fareed Haque | Sculptor Margie Criner

 Artifact Events 15 Feb 2026
MUSIC USD 34

Eureka Day at Broadway Playhouse at Water Tower Place

 Broadway Playhouse at Water Tower Place 13 Jan 2026
TRIPS-ADVENTURES

Suminagashi - Ink Marbling Workshop

 Heritage Museum of Asian Art 14 Feb 2026
WORKSHOPS USD 71

Family Winter Origami Workshop - Fold a Heart-Shaped Gift Box!

 Japanese Culture Center 5 Feb 2026
WORKSHOPS USD 34

Get Lit: Rom Com Night

 American Writers Museum 10 Feb 2026
VALENTINES-DAY