Love the One You're with: Chicago's Most Romantic Hotels



In addition to the obvious, a romantic hotel getaway offers a stack of benefits like lowering stress, rekindling intimacy and it's just plain fun to discover new digs together. 

Not only does the Windy City boast tony properties like the Four Seasons, Ritz-Carlton, Waldorf-Astoria, JW Marriott, Radisson Blu Aqua with it's undulating architecture and The Langham's European hospitality right on the riverfront in an historic Mies van der Rohe building (the last designed by the exalted architect), but there is new boutique lodging popping up everywhere from Wicker Park to the Gold Coast.

With spa services, world renowned restaurants and even rotating art collections by local, national and international artists, you barely have to leave the building. Each of our selections is surely a place for rest, romance and rejuvenation but many also aim to entertain and captivate.

Consider the copious options to celebrate romance any time of the year in one or more of Chicago's fabulous hotels. 


Virgin Hotels Chicago


Named the #1 Hotel in Chicago for the second consecutive year by Condé Nast Traveler's 30th annual Reader's Choice Awards, Virgin Hotels Chicago offers a number of intriguing amenities fit for a romantic stay. Each of the "chambers"...  Read More


Kinzie Hotel
Photo courtesy of Kinzie Hotel


The chic, boutique Kinzie Hotel hits a sweet spot on many levels: it's tucked away but near so many of the best River North restaurants and nightlife; staff is super friendly and helpful; music and art in the lobby is winning; and there's a...  Read More


Waldorf Astoria Chicago
Photo courtesy of Waldorf Astoria Chicago


The prestigious AAA Five Diamond award-winning Waldorf Astoria Chicago offers elegance otherwise available only in Paris. An urban sanctuary tucked into the Gold Coast neighborhood, the luxury hotel offers apartment-style rooms, an...  Read More


theWit Chicago - a DoubleTree by Hilton Hotel
Photo courtesy of Official Website


TheWit, a Doubletree by Hilton hotel, is a youthful hotel that attracts an energetic clientele which flock to the ROOF, its popular rooftop lounge that gets packed during happy hour until closing time. Definitely reserve a table in advance...  Read More


Thompson Chicago
Photo courtesy of Courtesy of Thompson Chicago


One of the sensory characteristics of a romantic rendezvous is sound - as in, not so much and Thompson Chicago may be one of the city's most hushed hotels tucked away on East Bellevue just off of Rush St. The neighborhood can't be beat for...  Read More




The Peninsula is one of Chicago's toniest hotels and its understated elegance is ideal for a romantic rendezvous. Expect top-rate gracious service, and if you're hoping for a room with a view, ask for corner suite. Event staff will help you...  Read More




Couples wanting to escape the clang and chatter of the city - but still be just 10 miles away - will go for Harvey House Bed & Breakfast. There are only five rooms in this romantic house in suburban Oak Park, home of Frank Lloyd Wright's...  Read More


LondonHouse Chicago, Curio Collection by Hilton
Photo courtesy of LondonHouse Chicago


LondonHouse Chicago boasts some of the most impressive views of the Chicago River and the city's sweeping architecture from rooms and especially its 22nd floor rooftop terrace. Foodie couples should look into a luxe, customizable dinner in LH...  Read More


Chicago Athletic Association
Photo courtesy of Photo courtesy of Chicago Athletic Association


Once an elite private men's club circe 1891, this property was restored and converted into a wood, stained glass and architecturally beautiful boutique hotel. Cindy's, the hotel's rooftop bar, is a stylish, romantic spot for a happy hour drink...  Read More


The Langham, Chicago
Photo courtesy of Photo courtesy of Langham Hotel


A luxurious bath does a body good and indulging in a soak in one of The Langham's granite tubs, which are in front of large picture windows, is simply unforgettable. The Langham may be the best luxury hotel in Chicago exuding British elegance...  Read More


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Meet Jacky Runice

Born in Bucktown when bulletproof was a home safety choice and not a coffee order, Jacky Runice has been knocking around Chicago as a professional print, online and broadcast journalist and...  More About Jacky

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