7+ Romantic Things To Do for Valentine’s Day in Chicago

Tori Levy Staff Writer January 20, 2026 Valentine’s Day is just around the corner, and there’s no better place to be than Chicago when Cupid pays a visit. The city offers a variety of heart-fluttering activities, whether you’re celebrating with your significant other, friends, or even by yourself. To help you out, we’ve compiled a list of the best and most romantic ways to celebrate Valentine’s Day in Chicago this year. Have a romantic dinner date --------------------------- There’s something undeniably appealing about dining at a restaurant that has prepared a beautiful meal just for you. Whether you’re seeking a picturesque setting or a romantic atmosphere, there are plenty of options available throughout the city. Relax and unwind at AIRE Ancient Baths -------------------------------------- There is no better place in Chicago for rest and relaxation than AIRE’s Ancient Baths. This Valentine’s Day, they are offering exclusive Couples Specials perfect for the most romantic day of the year. Snuggle at the movies --------------------- The timeless recipe for romance is hard to beat. A meal-and-movie night is always a great choice, and there’s no better time to enjoy a trip to the movies than on Valentine’s Day in Chicago. You can find an array of wonderful flicks at exclusively low prices by [downloading the Fever app](https://feverup.com/chicago/cinema). Buy Tickets Glide through the millennium park --------------------------------------------------------------------------------------------- Ice skating in Maggie Daley Park is one of Chicago’s most beloved [winter-time activities](https://secretchicago.com/winter-date-ideas-chicago/) . Still, it can offer a guaranteed night of romance for long-term couples and blossoming romances alike. Read more Wander through a museum hand in hand ------------------------------------------------------------------------------------------- Chicago is home to some of the best museums and exhibits in the world, offering an eclectic mix of exciting exhibitions throughout the year. Share your passion for history and art with a loved one while admiring the magnificent works created by renowned artists. Read more Plan a romantic winter getaway ----------------------------------------------------------------------------------------- Are you thinking about spending Valentine’s Day in Chicago? You might want to consider a romantic getaway to Mackinac Island instead. This national treasure offers a charming, old-fashioned atmosphere, making it a perfect romantic escape. It’s home to the historic Fort Mackinac, famous Mackinac Island fudge, and picturesque, car-free streets lined with horse-drawn carriages. Read more Marvel at the magic of a candlelit concert -------------------------------------------------------------------------- Few things pull at the heartstrings with more power than a string quartet, combined with the tender flicker of one hundred candles and the charm of the iconic, spellbinding music. Take your partner to a romantic Candlelight Valentine’s Day special for a perfect night of romance. Buy Tickets Source: https://secretchicago.com/valentines-day-in-chicago-2026/