Our research is editorially independent but we may earn a commission for purchases made through our links.

8 Most Romantic Hotels in Chicago

Chicago can provide the ideal backdrop for a romantic city escape, especially if you book one of its most romantic hotels. These idyllic spots offer a host of amenities from luxurious spa treatments to top-notch dining and more. Choose your favorite, book your dates and get ready to spark or re-ignite the flame of passion.

The Langham Hotel The Langham, Chicago
Credit: The Langham, Chicago by The Langham, Chicago

The Langham Hotel

The Langham not only offers a fantastic location on Wabash Avenue along the Chicago River for those who want to be in the heart of it all, but rooms with floor-to-ceiling windows that showcase the city’s skyline and the water traffic on the river. Granite tubs provide the opportunity for a heavenly soak along with more impressive views from large picture windows. The onsite Travelle restaurant is headed up by Chef Jeff Vucko, which features his spectacular interpretation of seasonal American fare, making for convenient and unforgettable dining.  The property also features an indoor pool, health club and the award-winning Chuan Spa which includes special bathing rituals in a hot sauna and aromatherapy shower before treatments.

Waldorf Astoria Chicago

Waldorf Astoria Chicago

If money is no object you probably couldn’t find better than the Waldorf Astoria Chicago with its apartment-sized rooms averaging 890 square feet. The luxuries are practically endless with everything from cozy fireplaces and furnished terraces to marble bathrooms with soaking tubs and vanities with inset LCD TVs in every room. Enjoy a spa retreat with the onsite Spa & Health Club offering facials and massages, as well as an especially inviting mosiac-tiled, saline-water lap pool. You can also look forward to dining on artisanal, seasonal French fare at the two Michael Mina Signature Restaurants. When you want to go out, you’ll be just steps from Oak Street and its designer shopping.

The Peninsula Chicago The Peninsula Chicago
Credit: The Peninsula Chicago by The Peninsula Chicago

The Peninsula Chicago

The palatial Peninsula Chicago offers five-star accommodations that make for an extra-special stay. It’s ideal for couples seeking romance, with rooms that include everything from the 531-square-foot Superior Room to the massive 3,645-square-foot Peninsula Suite. All include lots of high-tech features like iPod docks and flat-screen TVs along with control panels for adjusting the lighting, personal televisions and deep soaking tubs. Relax together around the beautiful 19th-floor indoor pool or take advantage of spa offerings like a hot stone therapy massage before enjoying dinner at the property’s globally-inspired rooftop lounge,  Z Bar. The hotel’s “Keys to the City” perks include a priority pass, Art Institute guidebook, and private shopping session at Saks Fifth Avenue.

Soho House Chicago Soho House Chicago
Credit: Soho House Chicago by Soho House Chicago

Soho House Chicago

Situated in the trendy Fulton Market District,  Soho House Chicago is creatively designed and features posh furnishings throughout. This sophisticated boutique hotel in the West Loop hosts large rooms with luxe-linens, stocked fridges, high-end bath amenities, freestanding tubs and dining tables for two. You’ll able to cozy up together, ordering room service in your robes or enjoy a night out with multiple dining and drinking options like Allis, which services delectable house-made pastries and wood-fired pizzas. The rooftop pool is fantastic, and there’s even a private theater too.

Thompson Chicago Thompson Chicago
Credit: Thompson Chicago by Thompson Chicago

Thompson Chicago

Tucked away on East Bellevue just off Rush Street near Michigan Avenue, the Thompson Chicago offers the chance for a tranquil romantic rendezvous while being just a stroll from the lake,  great shopping and cafes. Spacious rooms ooze elegance with beautiful bathrooms and lots of upscale amenities like soaking tubs for two. For those who are planning on popping the question, an engagement package is available – it includes a private helicopter tour, complimentary Lexus car service, Champagne toast and a photo of the moment you two become engaged.

Chicago Athletic Association Hotel Chicago Athletic Hotel
Credit: Chicago Athletic Hotel by Chicago Athletic Hotel

Chicago Athletic Association Hotel

This former elite private men’s club, circa 1891, was restored and transformed into a gorgeous boutique hotel with lots of opulent details like beautiful stained glass. The rooftop bar is a highlight, providing an especially romantic place for a happy hour drink along with picturesque views of the lakefront, Millennium Park and Buckingham Fountain. You’ll be able to walk to the lake, to the symphony or the theater and then return to enjoy the warmth of a fire by one of the multiple fireplaces. The Game room features pool tables, bocci ball and table shuffleboard along with a Game Master that can help you brush up on the rules. The Holy Cow Suites include separate seating areas, fireplaces and over-sized bathrooms, and most also include views over Lake Michigan, Millennium Park, Michigan Avenue or  The Bean.

Four Seasons Chicago Four Seasons Hotel Chicago
Credit: Four Seasons Hotel Chicago by Four Seasons Hotel Chicago

Four Seasons Chicago

The luxurious Four Seasons Chicago evokes European elegance, complete with crystal chandeliers and marble floors. With the high-rise views, you’ll enjoy the feeling of being on top of the world, with the hotel set across floors 30 to 46 of the limestone-and-glass skyscraper along the Magnificent Mile. The stunning vista makes rooms and especially ideal place to relax and unwind, and you can even enjoy in-room visits from the Martini Man with his traveling cart that can mix up your favorite cocktail to step things up a notch. The hotel also boasts a beautiful indoor pool with a skylight and more fabulous views, a large spa and the Allium restaurant which serves fresh, seasonal menus headed by talented Executive Chef Sean Murray.

Dana Hotel and Spa Dana Hotel and Spa
Credit: Dana Hotel and Spa by Dana Hotel and Spa

Dana Hotel and Spa

This “boldly original” sophisticated boutique hotel in River North offers an idyllic mix down to earth sensibility along with the upscale, luxury amenities. Look forward to unwinding among the zen decor, enjoying decadent spa treatments, dining at its stylish onsite restaurant and sipping cocktails in the trendy lounge. You’ll discover an especially serene vibe that continues throughout the lavish rooms with their spa-inspired showers, plush beds with exclusive Serta Enrapture Eurotop mattresses. It’s also home to one of Chicago’s best hotel bars, Apogee which unveils an especially breathtaking Chicago skyline view. The iconic Portsmith restaurant is renowned for its seafood-driven feasts as well as an artful array of cocktails and desserts.

Travel Deals

Up to 77% Off R/T Business Class Flights to Europe

$1425+

9-Day Highlights of Spain and Portugal Escorted Tour

$2499+

Up to 20% Off | Air & 14-Day Ireland Wild Atlantic Way Tour

$2239+

Air & 14-Day Norwegian Fjords Tour | Up to $400 Off

$3799+

14-Day Custom Castles & Coastlines Ireland Self-Drive Tour

$5486+

8-Day Danube Explorer River Cruise | 2 For 1 Fares

$2745+

6-Nt Halloween Spectacular Escorted Tour of Ireland

$1959+

Up to $400 Off | Air & 15-Day Peru, Argentina & Brazil Tour

$3199+

$125 Off | Air & 6+ Nt Ireland Custom B&B Getaways

$1274+

Hotel Zena Washington DC w/ Tea Ceremony Cocktail

$237+

Sandals Negril | $25 Credit if Booked Online

$215+ pp/pn

8-Day Rocky Mountains National Parks Adventure

$3299+

10-Day Danube Explorer Cruise | 2 For 1 Fares

$3835+

Hyatt Zilara Rose Hall All-Inclusive Resort | Jamaica

$210+ pp/pn

$300 Off | Air & 8-Day Dubai & Abu Dhabi Guided Tour

$1399+