The Top Romantic Things to do in Chicago this Month

Spending Valentine’s Day in Chicago is a great way to have an extraordinary, romantic experience with your partner. Whether you choose to celebrate this special holiday in one of the many restaurants, hotels, or outdoors exploring the city, there are plenty of interesting and exciting things to do in Chicago. You’ll be able to celebrate the holiday of love while having a glamorous date in the Windy City. To help you plan your dream date, here’s our list of the top romantic things to do in Chicago this month.

Stay at a boutique hotel

Spend your Valentine’s Day at a luxury hotel in the city. It can be especially exciting to stay at a boutique hotel with unique features and amenities. One boutique hotel located in Streeterville, Hotel EMC2, provides guests with an exclusive stay in a remarkable environment. The hotel has rooms that have both science and art themed fixtures, from artwork to whimsical touches like open-glass showers called WetLabs. Hotel EMC2 even has friendly robots named Leo and Cleo who assist guests by bringing them things such as water bottles and towels. If you get hungry or want a beverage, stop by Hotel EMC2’s restaurant, the Albert, for breakfast, brunch, dinner, or a drink.

Go ice skating

Ice skating hand in hand with your significant other is an enjoyable date activity, especially if you have the city’s sweeping skyline in the background. Maggie Daley Park’s famous Skating Ribbon features a winding pathway of ice instead of a traditional round rink. Or, take your date to ice skate in Millennium Park underneath the iconic “Bean” sculpture. Either rink guarantees you and your date a thrilling time skating this Valentine’s Day.

See a comedy show

Chicago is known for its iconic comedy clubs, such as The Second City. Take your date to a show at The Second City for a laugh-filled night to see funny sketches and hilarious improv. One show you can go see on Valentine’s Day is The Best of The Second City, which features some of the best sketches, songs, and improvisations from their 58 year history performed by The Second City Touring Company. The Second City Touring Company is known for launching the careers of Tina Fey, Stephen Colbert, Steve Carell and more, and features some of the next generation of comedy’s best and brightest.

Have a culinary experience

Chicago is full of quality restaurants with seasoned chefs and unique dining experiences. One top-notch restaurant in Streeterville, the Albert, has innovative dishes and handcrafted drinks, as well as a striking and lively atmosphere. Filled with walls of books and unique art, the restaurant has a one of a kind environment for your Valentine’s Day date. Whether you settle for drinks, food, or dessert, the Albert provides a warm and inviting atmosphere.

Visit AIRE Ancient Baths

Spend Valentine’s Day at AIRE Ancient Baths, where you can experience full body massages and ancient thermal baths. One of AIRE’s exclusive packages, The Wine Bath for Two, allows couples to submerge themselves in a bath of red wine that is made from Spanish Ribera del Duero red grapes. Afterward, couples can experience a hour-long massage with grapeseed oil. A spa date with your significant other is a sure way to leave you feeling invigorated and refreshed this Valentine’s Day.

Watch a Broadway show

This February, Hairspray is premiering at the CIBC Theatre. Hairspray is a Tony Award-winning musical comedy that features a score of hit songs including “Welcome to the 60’s” and “Good Morning Baltimore.” It’s a comedy that you won’t want to miss! You and your significant other can even enter a drawing to get digital lottery tickets for the show.

​​Planning your visit

Whether you choose to visit Chicago this Valentine’s Day or later in the future, you’ll have a unique and thrilling experience. After you’ve selected your travel dates, you’ll need to decide where you’ll stay on your trip. Book a hotel located in the heart of the city, close to nearly everything. Now you’re ready for your upcoming trip to Chicago filled with breathtaking adventures and spectacular sights. 

Need a place to stay when visiting Chicago? Book your reservation here.