Find the romantic hotels that appeal to you the most
Check out our selection of great romantic hotels in Chicago
Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the Loop and North Michigan Avenue along the Chicago River.

Centrally located along the Chicago River in the famous Loop business district, this hotel features in-room spa services, and a 24-hour gym.

Less than a mile away from Grant Park and Millennium Park, this historic boutique hotel is located in Chicago’s South Loop neighborhood and features an on-site restaurant and state-of-the-art 24-hour...

Sitting on Michigan Avenue and the Chicago River in a historic landmark building, LondonHouse features Chicago’s only tri-level rooftop bar.

Just 2 blocks away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this luxury hotel towers above the city in a skyscraper designed by renowned architect Mies...

The Buckingham Hotel is a boutique property centrally located in the heart of Chicago’s Financial District, perched on the 40th floor of the iconic Chicago Stock Exchange building.

Located along the Magnificent Mile, this Chicago hotel is a 5-minute walk from the Museum of Contemporary Art.

Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop.

Just steps away from the famed shopping, dining and entertainment on the Magnificent Mile, this historic hotel is located in Chicago’s Gold Coast neighborhood and features a rooftop bar and lounge...

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Oriental Theater building in the Chicago Loop Theater District.


Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Popular with guests booking romantic hotels in Chicago
Located in the center of the Loop, near Chicago’s theater and financial district, this hotel is close to dining, shopping, and many major attractions. Spacious rooms include cable TV and free WiFi.
Just 1 block away from Millennium Park and the Art Institute of Chicago, this historic downtown hotel is located in Chicago’s theater and financial district and offers on-site dining options, a modern...
Located inside the historic CIBC Theater, this hotel is located in downtown Chicago’s Theater District and offers complimentary breakfast and rooms with free WiFi.
Steps away from the iconic shopping, dining and entertainment of Michigan Avenue’s Magnificent Mile, this downtown Chicago boutique hotel puts a spin on modern luxury and comfort.
Overlooking the Chicago River, this hotel in central Chicago's Theater District offers a spa and on-site dining options, including a rooftop lounge.
Located in Chicago’s famed Theater District, Hyatt Centric The Loop Chicago is within 10 minutes' walk of State Street shopping and the Art Institute of Chicago.
Featuring a lobby with a VIP Club Lounge, Artist Studio, coffee bar, this hotel is located in Chicago’s Theater District, directly across from the Chicago River.
Just 4 minutes’ walk away from the shopping, dining and entertainment on the Magnificent Mile, the newly renovated The Royal Sonesta Chicago Downtown at the Riverwalk offers on-site dining, 24-hour...
Located in the heart of the city, Hampton Inn Chicago Downtown/N Loop/Michigan Ave is just 2 blocks away from Millennium Park. This hotel offers a 24-hour fitness center and free hot breakfast buffet.
Just 1 block away from Millennium Park and Navy Pier, this downtown Chicago hotel offers on-site gourmet dining options, 24-hour fitness center and full-service spa.
Ideally located in downtown Chicago along the Chicago River, this 4-star boutique hotel features modern guestrooms with free WiFi. The Art Institute of Chicago is 10 minutes' walk away.
Built in 1928, this historic Chicago hotel is located inside Mather Tower and overlooks the Chicago River. It features free WiFi, and rooms which can have city or river views.
Just blocks away from the luxury shopping, dining and entertainment of Michigan Avenue’s Magnificent Mile, this boutique hotel is located in the heart of the Loop in downtown Chicago and offers a...
Off the banks of the Chicago River, this luxurious hotel is conveniently located within 5 minutes' walk of the Magnificent Mile and Millennium Park.
Located in the architecturally significant Roanoke Building, Residence Inn by Marriott Chicago Downtown/Loop offers modern amenities and convenient services tailored to today’s sophisticated traveler.
Just 1 mile away from Millennium Park and the Art Institute Museum, this historic Chicago Loop hotel features renowned architectural designs, a luxury spa and indoor pool in the heart of the city’s...
Located in Chicago’s Lakeshore East neighborhood, this luxury hotel is located in the modern Aqua building.
Steps away from the Lake Michigan and the luxury shops, dining and entertainment on the Magnificent Mile, this all-glass triangular hotel is located in downtown Chicago and features upscale on-site...
Directly across from Millennium Park and sitting on the iconic Michigan Avenue, Congress Plaza Hotel offers elegance, luxury, and history in the heart of downtown Chicago.
Just 0.6 mi away from the luxury shopping, dining and entertainment of the famed Magnificent Mile, this eco-friendly boutique hotel is located in the heart of downtown Chicago and offers state-of-the-...
Located next to the House of Blues, this River North hotel is adjacent to the Chicago River and within walking distance of Millennium Park.
Located in Chicago’s River North district, this boutique hotel is within 5 minutes’ walk of shopping and dining on the famous Magnificent Mile.
Located in the heart of the Financial District in downtown Chicago, this hotel is located just 2 blocks from Willis Tower and offers contemporary rooms with free WiFi and complimentary full hot...
Located in the heart of the Chicago city center, this hotel features rooms overlooking the river and city skyline.
This newly renovated downtown Chicago hotel is located in the stylish River North area on the famous Restaurant Row. The hotel offers a free Wi-Fi in public areas.
In the heart of the city, steps from major attractions, including the luxury shopping of the Magnificent Mile, this hotel offers modern fitness facilities, on-site dining and modern accommodations.
This all-suite hotel is located in downtown Chicago, surrounded by upscale dining and shopping in the trendy River North neighborhood. It features free WiFi throughout the property.
Just 2 blocks away from the shops and entertainment on the Magnificent Mile, this hotel is located in Chicago’s River North neighborhood and features an on-site restaurant, 24-hour business center and...
In the heart of downtown Chicago, this hotel is within a 5-minute walk of the luxury shops of Michigan Avenue and the banks of the Chicago River. Free Wi-Fi is provided throughout the hotel.
Located just 3 blocks away from shopping and dining spots on the Magnificent Mile, this boutique hotel offers modern accommodations in Chicago’s River North neighborhood. Free WiFi is available.
Located in Chicago, a 14-minute walk from Ohio Street Beach, Hotel 55 provides accommodations with a fitness center, private parking, a restaurant and a bar.
This high-rise downtown Chicago hotel offers panoramic views of Michigan Ave and the vibrant Magnificent Mile. It features an indoor pool, a Starbucks Café and an on-site restaurant.