What's going to make their heart go pitter patter on Valentine's Day? Whether you're planning a family outing or a get away with your sweetheart, Valentines Day is a time to treat them and yourself to something special. Pair an overnight stay with one of our top picks of Valentines Things to Do in Chicago for a memorable Valentine's Day 2019. Valentine's Day Things to Do in Chicago Skydeck Chicago Looking out from the observation deck at the top of the Willis Tower (formerly Sears Tower) is one of the most romantic things to do in Chicago. You'll enjoy 360-degree views from the tallest tower in the northern hemisphere, taking your love to new heights in a serious way. For the most romantic view, head to the Skydeck observation tower at sunset or after dark when the city lights are glowing. Heart Shaped Deep Dish Pizza from Pizzeria Ora Will you Be Mine, if I bring pizza? Celebrating the Chicago tradition of deep-dish pizza Valentines style enjoy a delicious heart shaped deep dish pizza. Pops for Champagne – 601 North State Street Pops for Champagne is the nation's most acclaimed champagne bar. For more than 30 years, Pops has strived to present an unrivaled champagne list (now at nearly 250 selections), as well as a complete bar selection, live music, and a seasonal menu of champagne-friendly small plates and shareable items. Hot Chocolate from Bombo Bar The walk-up eatery (located at the window outside Bar Siena) has quickly become a hot spot for must-have desserts in the West Loop. Their over-the-top hotter chocolates are as delicious as they are photogenic.
