From fine dining to water spas and more, here are the most romantic spots in Chicago.
Turn your evening into a speakeasy soiree at The Press Room, an intimate subterranean bar overflowing with magnetism. Enjoy a variety of sophisticated sips and savory bites at this 1920’s-themed nook in the West Loop, along with special events such as cabaret shows, cigar events and more. 1134 W. Washington Blvd.
Journey to the 94th floor of the former John Hancock Center for your best city view yet. Observe breathtaking panoramic views of Chicago from 1,000 feet up. Add a unique downward-facing view with TILT, one of the world’s highest thrill rides, and relax with a locally-inspired drink from Bar 94. 875 N. Michigan Ave.
Elevate your date night at LondonHouse’s The Rooftop—a hub of natural charm, connection and conversation. Observe the sparkle of city lights across sweeping views of the Magnificent Mile while indulging in reimagined cocktails and revamped American cuisine. After all, what better way to experience Chicago than at the very top? 85 E. Wacker Drive
Experience the city from nearly 200 feet high on Navy Pier’s Centennial Wheel. While the Ferris wheel has been a part of Chicago since its first appearance in the 1893 World’s Columbian Exposition, the updated Centennial secures its place as part of the city’s skyline. 600 E. Grand Ave.
Bring your love to where the wild things are at Lincoln Park Zoo. The legendary Chicago landmark is one we all know and cherish, inviting couples and communities alike to a memorable encounter of both learning and fun. This popular escape feels like worlds away from the bustle of the city while also reminding us of why it's home. 2001 N. Clark St.
Looking for a true night on the town? Search no further than The Green Mill, an unapologetically raw cocktail lounge that promises each visitor a distinctly eclectic experience. Hosting live music all week long and an open dance floor on Tuesdays and Thursdays, this renowned hotspot is a go-to favorite. 4802 N. Broadway Ave.
There’s little point in arguing Geja’s status as Chicago’s most romantic restaurant. Prepare to be enchanted with the Arabian Nights cocktail featuring Empress 1908 gin, lemon juice, simple syrup and hints of jasmine to The Connoisseur fondue of beef tenderloin, white shrimp and Australian lobster tail. Serenades from classical and flamenco guitarists add even more romance to the evening affair. 340 W. Armitage Ave.
Occupying a cavernous space in River West, AIRE Ancient Baths Chicago is an experience unlike any other in the city. The serene candlelit space features a series of hot and cold pools to traverse at your leisure, including the Spanish-born spa’s only indoor-outdoor bath. From the 102-degree hot pool to the 50-degree ice pool, the thermal experience promotes tranquility while awakening the senses. A pair of steam rooms, heated marble stones and ultraluxe add-ons—including a red wine bath—complete the picture. 800 W. Superior St.
Nowhere captures the essence of the city quite like Millennium Park. Enjoy a vast roster of special affairs year-round, whether that’s ice skating at McCormick Tribune Plaza, catching a show at Jay Pritzker Pavilion or opting for an escape to Lurie Garden. As always, be sure to snap an Insta-worthy pic at Cloud Gate. 201 E. Randolph St.
Break the ice at one of the most serene spots in Chicago. Enjoy an afternoon picnic at this quiet urban escape, or amp up the romance with a sunset stroll and incredible lakeside views. While in operation, the fountain itself creates a major water display every 20 minutes. After dusk, this ethereal display is accompanied by mystical music and lighting—perfect for a casual date, special occasion and everything in between. 301 S. Columbus Drive
No matter the occasion, Willow Room elevates every plate, boasting an adventurous and delicious dining experience. Indulge in creative bistro classics at this intimate tavern-style eatery while basking in a warm and inviting atmosphere. Feast on steak tartare, candied pork belly, lobster ravioli and beef wellington complemented by a side of pommes puree or garlic chili flake broccolini—need we say more? 1800 N. Halsted St.
Editor's note: Willow Room is currently closed for renovations and is estimated to reopen in spring 2023.
Photography by: By Nathan Dumlao/Unsplash; By Gautam Krishnan/Unsplash; Courtesy of AIRE Ancient Baths