Best ways to spend Valentine's Day in Chicago IL

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Looking for a good time on Valentine’s Day in Chicago, Illinois?  There are a lot of great things to do around Chicago for those wanting to share it with their love, the friends they love and those wanting to look for love.  Here at Green Vacation Deals, we’ve found the 20 best:

  1. Stupid Cupid Valentine’s Day Crawl
  2. My Funny Valentine: Valentine’s Day Comedy Show
  3. Teenage Bottlerocket Valentines Day Special
  4. Valentine’s Family Fun with Miss Jamie
  5. Candlelight: Valentine’s Day Special featuring “Romeo and Juliet” and More
  6. Valentine’s Day Date Night at Q Bar Darien!
  7. Cupid’s Wine Fest at Hubbard Inn – River North Wine Tasting
  8. Valentine’s Soul Jam
  9. Love on the Brain – A Sexy, Valentine’s Themed Floorwork Workshop
  10. Valentine’s Day-Date Night-Comedy Jam
  11. “Love is in the Windy City” Chicago Walking Tour
  12. Valentine’s Day Murder Mystery Dinner and Show
  13. Mystery Picnic Date: Self-Guided Foodie Adventure
  14. Private Photo Session with a Local Photographer in Chicago
  15. R&B Nights: Love Games Live!
  16. Couples Massage at Allure De Vie Salon and Day Spa
  17. Love Me Tinder
  18. Candlelight: Romantic Jazz featuring Billie Holiday, Frank Sinatra, & Ella Fitzgerald
  19. Private Dance Lesson for Couple at Sterba’s DanceSport
  20. Men Are From Mars, Women Are From Venus – Live!