The Signature Room at the 95th
Overlooking the entire city, The Signature Room atop the John Hancock building makes for an exceptionally romantic setting. Go big with the Ultimate Romance Dinner Package ($2,000): an intimate, candle-lit private dining room serves as the setting for this package’s four-course gourmet dinner, which is served alongside a bottle of chilled Dom Perignon. Private musical entertainment serenades you and your significant other, while a dozen roses up the romantic ante. For a less extravagant affair, the four-course prix fixe menu ($95) is available on its own on Valentine’s Day and on Saturday, February 16th. 875 N. Michigan Ave., 312-787-9596
For an upbeat, fun Valentine’s Day celebration that you can experience with either a loved one or a whole group, City Winery partners with Katherine Anne Confections for a chocolate tasting adventure—complete with wine pairings, of course ($65). For something more romantic, a just-for-two prix-fixe dinner with wine pairings is also on offer ($85). 1200 W. Randolph St., 312-229-5992
Sixteen, the restaurant at the Trump International Hotel and Tower turns Valentine’s Day dinner into a grand affair with a lavish seven-course tasting menu ($225, plus $145 for luxury wine pairings) prepared by executive chef Thomas Lents and executive pastry chef Patrick Fahy. The night doesn’t have to end with dinner, though. The Trump offers indulgent overnight packages and relaxing couples spa treatments. 401 N. Wabash Ave., 312-588-8030
mk the Restaurant
With married couple chefs/co-owners Michael Kornick and Lisa Kornick at its helm, and a dozen employees who have found love at the restaurant, mk’s Valentine’s Day celebration is guaranteed to be a romantic one. The Lovers’ Tasting Menu is a five-course feast ($119 with wine pairings) with nods to romance throughout, from the ruby red grapefruit served with the first-course prosciutto dish, to the decadent dessert dubbed “chocolate passion.” 868 N. Franklin St., 312-482-9179
Our favorite chic Chicago restaurants are offering sumptuous packages for Valentine's Day. Spend an evening with your loved one and indulge in decadent desserts, unique wines, and a one-of-a-kind romantic experience.