As Valentine’s Day plans are underway, it’s time to find the best food and activities to treat your loved ones. Below, we’ve rounded up a few of our top places to dine, stay and explore all over Chicago to make Valentine’s Day 2024, one to remember!

Eat Your Heart Out

Love always wins at Carnivale (702 W Fulton Market), making it the ideal spot to celebrate Valentine’s Day! Delight in a special Valentine’s Day menu on February 14th or enjoy an all-day, all-you-can-eat Cupid’s Brunch on Sunday, February 11th from 11am-6pm. Delight in Latin-centric dishes and traditional brunch classics with your loved ones. Reservations can be made on their Tock

Treat your sweet to a 4-course Valentine’s Day Wine Dinner at Hyatt Lodge Oak Brook’s Piazza restaurant pop-up (2815 Jorie Blvd) on Sunday, February 10th at 6pm. At $120 per person, loved ones can enjoy a butler-passed cocktail reception with hors d’oeuvres, a meticulously paired 4-course meal crafted by Execute Chef Leonard to divine palettes with an exclusive selection of wines, alongside a live string duo to fill the air for the evening. For reservations, please click here.  

Enjoy a delicious 3-course Valentine’s Day dinner at South Loop’s Iconic Steakhouse, The Chicago Firehouse Restaurant (1401 S Michigan Ave) on February 14th! At $95 per person, diners may select an array of dishes per course starting from a refreshing Yellowtail Hamachi Crudo with papaya, basil, aged soy, chili crunch trout roe to their Signature Lobster Bisque baked with puff pastry. As the main event, diners may select an 8 oz Prime Filet Mignon with black truffle & cauliflower mousseline, crispy shallots, Armagnac jus, or Pan-Roasted Alaskan Halibut with olive oil-confit artichokes, castelvetrano olives and preserved Meyer lemon ‘salsa verde’. To complete the meal, diners can choose from a Warm Chocolate Cake with Chambord, fresh raspberries, Key Lime Pie with graham cracker crust, candied lime, whipped cream, and Bhaba Au Rhum, a brioche cake with rum syrup and caramelized bananas. For reservations, please click here

Experience luxury this Valentine’s Day at Komo, the hottest dining destination in West Loop. Indulge in their exceptional Valentine’s Day menu, crafted with love for the perfect romantic evening. Begin with a delicious and spicy miso soup, followed by an exquisite selection of seafood dishes including salmon sashimi for the 2nd course, tuna tartare for the 3rd, and Chef’s seasonal nigiri for the 4th. Savor the rich udon noodles for the 5th course and finish off with the indulgent chocolate caviar dessert. Don’t miss out on this romantic experience and reserve your spot now at Komo.

End your Valentine’s Day celebration on a sweet note with Oaken Bistro + Bar’s buy any two entrées, and get a chef’s special dessert for free from February 14th through February 18th. Try their globally influenced menu inspired by the flavors of Latin America, Italy and Creole curated by Executive Chef Christian Alejandro. For reservations please visit

Color me red! Chicago Waffles presents their Red Velvet Waffle for $14.49 and Pancakes for $12.29 this Valentine’s Day! The Red Velvet Waffles and Pancakes are available at their four locations: Willowbrook (10S642 Kingery Hwy), Oak Park (726 Lake St.), West Loop (1104 W. Madison St.) and South Loop (1400 S. Michigan Ave). For more information visit their website.

A Romantic Staycation Awaits

Celebrate Valentine’s Day with a relaxing staycation at the Canopy by Hilton Chicago Central Loop (226 WJackson Blvd)! Just steps away from iconic Chicago spots from the Willis Tower to Cloud Gate, take your loved ones or your best gal pals for a trip to the Chicago Loop and book a room and enjoy specially curated cocktails and bites in their in-house restaurant, Depot so the Valentine’s Day fun never ends! For reservations and booking, please visit their website

For a Unique Experience Celebrating Love

Cruise and celebrate Valentine’s Day in style with City Cruises Chicago! Enjoy stunning views of the city while cruising on Lake Michigan while you indulge in a romantic evening of fine dining with City Cruises’ Chicago Premier Valentine’s Day Dinner Cruise. This exceptional dining experience includes delectable cocktails, a three-course meal served to your table, and exceptional service. Their expert DJ will create the perfect ambiance as you and your significant other take in the breathtaking sights of Chicago’s skyline, including the Adler Planetarium and The Willis Tower. You can enjoy the stunning views from both an enclosed interior and open-air rooftop decks. Make this Valentine’s Day unforgettable with a memorable cruise on the water! Make your reservation now and check out their other cruise options for the day of love here.

Don’t limit the romance to just one day! Get treated to “Love, Chaos, and Dinner” this Valentine’s Day week, with special performances from February 14 to February 18. Teatro ZinZanni, tucked up high inside a mirrored Spiegeltent within the historic Cambria Hotel, 32 W. Randolph St., invites all to celebrate love and romance with an incredibly unique celebration of cirque, comedy, and cabaret. Starring a group of talents at the top of their craft and featuring a gourmet multicourse feast included with every seat, Teatro ZinZanni presents an unparalleled entertainment experience with some of Chicago’s finest live musicians accompanying the entire evening. Teatro has put on a show for Valentine’s Day as a special treat and a nod to love, with special additions of an exclusive Valentine’s Day menu, a romantic slow dance under their mesmerizing mirrored and crescent moon, plus a decadent chocolate-covered strawberry. Be sure to impress this Valentine’s Day and snap your tickets here