Valentine's Day Events in Chicago

Surprise someone special with tickets to the most romantic events and experiences for Valentine's Day in Chicago.

Gift Cards

Candlelight Concerts

The Art Institute of Chicago
Candlelight: Coldplay & Imagine Dragons
4.9
(24)
08 May
From $51.50

Chicago Highlights: Experiences to Remember

The Den Theatre
The Jazz Room: A Tribute to Frank Sinatra & Louis Armstrong
05 Apr - 31 Jul
From $44.00
The Lounge At The Lion
Drunk Shakespeare Chicago!
4.8
(804)
15 Mar - 12 Sep
From $29.00
The Den Theatre
The Jazz Room: A Journey to the Heart of New Orleans
4.8
(147)
12 Apr - 07 Jun
From $32.50
Aire Rooftop
Sinatra Under The Stars at AIRE Rooftop
4.6
(438)
07 Jun
From $40.00
Edlis Neeson Theater - MCA
The Jury Experience – Death by AI: Will Chicago Make Justice?
4.6
(147)
14 Jun
From $46.00
Edlis Neeson Theater - MCA
The Jury Experience – Death on the Port Side: Will Chicago Deliver Justice?
4.4
(82)
04 Apr - 10 Jul
From $46.00
Hammond Civic Center
AMMA: Armored Cage Fighting - Chicagoland
4.7
(146)
25 Apr
From $55.00
Woodfield Mall
Wondra: Immerse yourself in the magic of nature
15 Mar - 30 Apr
Miami
Cirque du Soleil 2026: LUZIA in Miami
4.7
(1207)
15 Mar - 25 Apr
From $60.95
Philadelphia
Cirque du Soleil 2026: LUZIA in Oaks
07 May - 07 Jun
From $44.00