Our list of the 20 best Valentine's Day activities in Chicago, Illinois

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Looking for a good time on Valentine’s Day in Chicago, Illinois?

There are a lot of great events on or around Valentine’s Day in Chicagoland that are perfect for this holiday.

These events are great whether you want to share it with your love, share it with the friends you love, or share it with others looking for love.

So here at Green Vacation Deals, we came up with our list of the 20 best.  But please be warned – a lot of these activities are selling out fast.  So book your tickets ASAP!

  1. Valentine’s Premier Plus Dinner Cruise on the Chicago River
  2. Candlelight: Valentine’s Day Special
  3. Love Struck – AirOtic Soirée
  4. Camerata Chicago Orchestra – Valentine’s Romance
  5. Nocturna Valentine’s Ball
  6. Fireworks Valentine’s Premier Dinner Cruise on Lake Michigan
  7. Valentine’s Night Out featuring Brass From the Past
  8. Love You Madly: A Valentine’s Day Songbook with Alyssa Allgood
  9. Galentine’s Day Bottomless Mimosa Architectural Brunch Cruise on the Chicago River
  10. Valentines Vixens: A Drag & Burlesque Experience
  11. Phil Angotti & Friends Sing Their Hearts Out: Valentine’s Day Show (Beatles and other love songs)
  12. Tyreek McDole: Valentine’s Day Show
  13. Valentine’s Signature Dinner Cruise Lake Michigan
  14. Couples Massage at Allure De Vie Salon and Day Spa
  15. Valentines Day In The Sidebar With The Nikki O’Neill Band
  16. Stupid Cupid an Anti-Valentines Day Party
  17. Private Dance Lesson for Couple at Sterba’s DanceSport
  18. Craig Benedict Valentine Badynee / Michelles
  19. Chicago Romantic Date Night Pottery Class
  20. Valentine’s Premier Dinner Cruise on Lake Michigan