Valentine’s Day falls on a Friday in 2025, which is the perfect excuse for a long weekend getaway. Hotels all around Chicago are offering Valentine’s Day packages, featuring complimentary champagne, chocolates, and more — the perfect way to surprise your sweetheart. The Most Romantic Things To Do for Valentine’s Day in Chicago. From dining in the dark to a romantic candlelit concert, show your partner how much you care with these Valentine's Day ideas they won't forget. From cozy restaurants and unique activities to fresh new spots worth exploring, we’ve got something for everyone. Whether planning a romantic date with Valentine’s, a fun girl’s day out, or a low-key celebration, this guide is your go-to for making the most of Valentine’s Day in Chicago. Let’s dive in! Spending Valentine’s Day in Chicago and looking for unique things to do instead of the usual dinner and drinks? Here are the most romantic things to do in Chicago for Valentine’s Day. Things to Do in Chicago on Valentine’s Day (February 14, 2025) Celebrate Valentine's Day 2025 in Chicago with enchanting experiences for couples. Enjoy a leisurely lakeside stroll, indulge in a gourmet brunch, and pamper yourselves with a spa day. As the sun sets, savor a romantic dinner cruise along the Chicago River amidst dazzling city lights. Whether you're celebrating by booking a reservation at one of the best restaurants in Chicago for a candlelit dinner with your significant other, sending flowers to your crush or planning a Valentine’s Day Chicago 2025 offers a variety of dining options, memorable activities, and unique experiences. Check out this guide for ideas! Chicago offers a variety of romantic activities for Valentine’s Day. A standout option is a Valentine’s Day cruise with City Cruises, where you can enjoy breathtaking views of the city skyline from the Chicago River or Lake Michigan. Are there Valentine’s Day cruises available in Chicago? Whether you're celebrating a budding romance, years of marriage or plan to spend the day with friends, here are 10 ways to make this Valentine's Day in Chicago one to remember. Go Old School at the Italian Village. The Village, 71 W. Monroe / Website. We've rounded up some of the best things to do both with, and without, the kids this year. Have fun and tell them we sent you. FOR THE GROWN-UPS. CREATE. Blacklight Valentines! Cosmic Love Feb 14. Valentine Weekend Brunch. Love Moonlight Feb 15. DANCE. Valentine’s Day Dinner & Dancing! Tapas Making and Dance Lessons! Feb 14,15. EAT/DRINK. RELAX. It’s never too early to be thinking of February 14th. Valentine’s Day carries a different expectation for everyone—a low-key evening sipping beers while playing pool, a picnic on your apartment floor with a TV displaying a faux fire, or a romantic steak at Valentine’s Day restaurants in Chicago sweetened with caviar. Your guide to the best Valentine's Day restaurants, date ideas, and activities in Chicago. 💘 25. Valentine’s Day Picnic Date Ideas Valentine’s Day Picnic Ideas | Luxury Valentine’s Day. Nothing says romance like a well-planned picnic. Whether it’s in a local park or your own backyard, these ideas will help you create a picturesque and romantic setting. Gourmet Picnic Basket: Tips for packing the perfect gourmet spread. Pizza-lovers can get heart-shaped pies from Feb. 7-14. Lou’s also has frozen heart pies available, if you’d prefer to celebrate with pizza from the comfort of your living room. Explore the city on a romantic City Cruise this Valentine’s Day. Credit: Provided City Cruises. 455 N. Cityfront Plaza Drive. 7-10 p.m. Feb. 14 and 15. Chicago is known for its amazing architecture and excellent food, and City Cruises brings it all together with their Valentine’s Dinner Cruise on the Chicago River. Second City has been bringing comedy and laughs to Chicago for over 60 years, and Galentine’s Day really wouldn’t be complete without a bellow of laughter with friends. Their Chicago alumni list is expansive, with some of the funniest names on the planet—including the inventor of this particular day—Amy Poehler! Valentine's Day 2025 in Chicago has a lot to offer for you to make the day special. There are several events, concerts and shows going on in the Chicago area. From games and toys to books and crafts, the best Valentine’s Day gifts for kids are sure to put a smile on their faces. There’s no need to go overboard, but a token gift is one way to show FAQs about Valentine’s Day Date Ideas 1. What are some unique date night ideas for Valentine’s Day? Unique date night ideas for Valentine’s Day include elegant dinner options like dining at an aquarium, hiring a private chef, rooftop candlelight dinners, romantic dinner cruises, and farm-to-table dining experiences. Take a look at our favorites below, and be sure to secure your reservation for Valentine’s Day 2025 in Chicago. Alinea: Surprise your Valentine with an unforgettable Michelin-star experience. Expect an evening that transforms ingredients and techniques into a multi-sensory dining experience.
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