Chicago Valentine's Day Events

The Barr Brothers at Thalia Hall

Thalia Hall 11 Nov 2025

Valentines Day Ball

Ballroom Dance Chicago 14 Feb 2026

Bahamas V-Day Cruise 2026

Miami, FL 13 Feb 2026

Lyric Opera of Chicago: Cosi Fan Tutte

Lyric Opera House - IL 31 Jan 2026

The Outsiders at Cadillac Palace

Cadillac Palace 10 Feb 2026

The Shops - Valentines Day Edition

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

Comic Court: Chicago's #1 Comedy Court show

The Lincoln Lodge 25 Apr 2023

Eureka Day at Broadway Playhouse at Water Tower Place

Broadway Playhouse at Water Tower Place 13 Jan 2026

Kaia String Quartet and Fareed Haque | Sculptor Margie Criner

Artifact Events 15 Feb 2026

Chicago M**der Mystery: Whodunit?

Holtschneider Performance Center 14 Feb 2025

Love Is Blind! Speed Dating & Candle Making Experience - #BLACKLOVEEDITION

3414 W Foster Ave 28 May 2025