Romantic Things to Do for Valentine’s Day in Chicago
A Romantic Guide to Valentine’s Day in Chicago
Valentine’s Day is a time to celebrate love, and that’s something Chicago knows all about! The Windy City is brimming with romantic possibilities that cater to every type of couple. Whether you’re looking for a cozy evening or an adventurous outing, the city offers endless options to make your Valentine’s Day memorable. To help you plan the perfect day, we’ve compiled a list of romantic things to do for Valentine’s Day in Chicago that will leave you and your partner feeling closer than ever.
Take a Romantic Stroll Along the Chicago Riverwalk
The Chicago Riverwalk is one of the city’s most picturesque locations, especially during February. The shimmering lights reflecting off the water create a magical atmosphere, perfect for a romantic walk. Bundle up in warm coats, hold hands, and enjoy the scenic views of the river and the stunning architecture that lines its banks. For a truly unique experience, consider booking a private boat tour to explore the city from the water. Even in winter, heated boats are available to ensure you stay cozy while taking in the breathtaking skyline. This is one of the most iconic things to do on Valentine’s Day in Chicago for a charming and unforgettable evening.
Indulge in a Gourmet Dining Experience
No Valentine’s Day is complete without an indulgent meal, and Chicago offers some of the finest dining experiences in the country. For an intimate evening, book a table at one of the city’s renowned restaurants such as Alinea, known for its innovative, multi-course tasting menus, or RPM Steak, for a modern twist on some classic dishes.
For those seeking a more relaxed atmosphere, head to one of the city’s cozy Italian bistros or trendy rooftop eateries. Don’t forget to call ahead and make reservations, as spots fill up quickly for Valentine’s Day in Chicago. Many restaurants also offer Valentine’s Day specials, including champagne pairings and heart-shaped desserts to elevate your dining experience.
Enjoy a Couples’ Spa Day
Relax and reconnect with a luxurious couples’ spa day. Chicago boasts world-class spas like the Peninsula Spa and Aire Ancient Baths, which offer specialized Valentine’s Day packages. A perfect way to unwind together in thermal baths, enjoy a soothing couples’ massage, or experience a rejuvenating facial.
For a more unique spa experience, try a salt cave session or a hydrotherapy treatment designed for two. This is one of the most rejuvenating things to do for Valentine’s Day in Chicago, ensuring you both feel pampered and recharged.
Catch a Romantic Show or Performance
Chicago’s vibrant arts scene makes it easy to add a touch of culture to your Valentine’s Day. Book tickets to a romantic play, musical, or ballet performance at iconic venues like the Chicago Theatre or the Lyric Opera. For a more intimate experience, check out smaller theaters that often showcase romantic comedies or heartfelt dramas during the season.
Jazz enthusiasts can enjoy a cozy evening at Green Mill Cocktail Lounge, listening to soulful tunes. When it comes to things to do on Valentine’s Day in Chicago, few experiences rival the romance of live music in an intimate, dimly lit setting.
Take in the Views from Skydeck or 360 Chicago
For couples who love breathtaking views, head to Skydeck at Willis Tower or 360 Chicago at the John Hancock Center. Skydeck offers “The Ledge,” a glass box extending out from the building, providing incredible views of the city below. Meanwhile, 360 Chicago features “Tilt,” an enclosed glass platform that tilts outward for a heart-pounding experience.
Both locations provide stunning backdrops for memorable photos and a chance to see Chicago from a new perspective. Visiting these iconic attractions is undoubtedly one of the most memorable things to do on Valentine’s Day in Chicago.
Ice Skate Hand in Hand at Maggie Daley Park
If you’re looking for a classic winter date idea, head to Maggie Daley Park’s skating ribbon. This unique ice skating experience winds through a picturesque landscape, making it a fun and romantic activity for couples. Skate rentals are available on-site, and warming stations ensure you can take a cozy break whenever you need one.
After a fun skating session, head for a hot chocolate or coffee from a nearby café to keep the romantic mood going. Ice skating at Maggie Daley Park is a timeless way to celebrate Valentine’s Day Chicago 2025 with your special someone.
Embark on a Romantic Boat Tour
One of the most unique ways to celebrate Valentine’s Day in Chicago is by taking a romantic boat tour. Even in winter, companies like Tours and Boats offer heated and cozy options for couples to enjoy the city’s beauty from the water. Cruise along Lake Michigan or the Chicago River, marveling at the city’s illuminated skyline and iconic landmarks. Add a glass of champagne or a special dinner package to make the evening even more memorable. It’s the perfect experience, offering a perspective of the city you won’t find elsewhere.
Explore the Garfield Park Conservatory
Escape the winter chill and immerse yourself in the lush, tropical environment of the Garfield Park Conservatory. This botanical haven is home to thousands of plant species and features themed exhibits that change with the seasons. Walking hand in hand through vibrant greenery and fragrant blooms is both romantic and calming.
The conservatory often hosts special events for Valentine’s Day, such as candlelit tours or live music performances. Great for couples looking for a unique and tranquil way to celebrate the holiday.
Plan a Romantic Staycation
Why not extend the celebration by booking a romantic staycation in one of Chicago’s luxurious hotels? Many hotels offer Valentine’s Day packages that include champagne, chocolate-covered strawberries, and spa credits. The Langham, Chicago, is known for its opulent rooms and top-notch service, while the Waldorf Astoria provides an intimate and elegant ambiance.
Pair your staycation with nearby activities like exploring the Gold Coast or enjoying a couples’ massage at the hotel spa. A staycation allows you to escape the everyday routine and focus entirely on each other.
Create Your Own Adventure
If you prefer something more personal, design your own Valentine’s Day itinerary. Start the day with brunch at a cozy café, followed by exploring one of Chicago’s many art galleries or museums. In the afternoon, take a cooking class together to learn how to prepare a romantic meal at home. Finish the evening with a private movie night or a candlelit dinner overlooking the city.
Customizing your day ensures that every moment is tailored to your interests, making it one of the most meaningful things to do for Valentine’s Day in Chicago.
Celebrate Love in the Windy City
Chicago offers an array of romantic experiences that cater to every couple’s taste. Come and try some of our gourmet cuisine, take photos together in front of our stunning views or take a stroll through the city while enjoying each other’s company. There are countless ways to make Valentine’s Day Chicago 2025 unforgettable. From classic dates like ice skating and fine dining to unique adventures like boat tours and conservatory visits, there’s something for everyone.
Don’t wait to plan your perfect day – secure reservations, book tickets, and contact us for an extraordinary Valentine’s Day experience. Celebrate love and create memories that will last a lifetime in the heart of Chicago.