Find Romantic Hotels in Chicago from S$164

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Check availability on Chicago Romantic Hotels

Top Romantic Hotels in Chicago

The Champagne Lodge & Luxury Suites
Relax in comfort with a plush bed, modern fireplace, and ample lighting.

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1154)
"Property was in very good condition and we enjoyed our stay "
The price is S$164
includes taxes & fees
14 Jul - 15 Jul
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Contemporary lounge area with a striking metal structure and large windows offering urban views.

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3329)
"Great stay"
The price is S$258
includes taxes & fees
10 Aug - 11 Aug
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1778)
"Love our stay here "
The price is S$295
includes taxes & fees
8 Aug - 9 Aug
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1631)
"Great hotel with great staff."
The price is S$704
includes taxes & fees
20 Jul - 21 Jul
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Stylish hotel building with a unique architectural design, set amidst a vibrant urban landscape.

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Always love our stay at The Peninsula! "
The price is S$939
includes taxes & fees
13 Jul - 14 Jul
The Peninsula Chicago
Eurostars Magnificent Mile
Enjoy a meal with a view at this restaurant, offering a variety of seating options and a central bar area.

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3021)
"Loved our stay! "
The price is S$218
includes taxes & fees
27 Jul - 28 Jul
Eurostars Magnificent Mile
Virgin Hotels Chicago
Relax on the rooftop with a mix of seating options and potted plants, overlooking a historic building and modern skyscrapers.

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1335)
"Very well appointed rooms and wonderful customer service!!"
The price is S$433
includes taxes & fees
13 Jul - 14 Jul
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Stunning city views from the sleek, contemporary hotel building.

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2059)
"Great stay!!!"
The price is S$374
includes taxes & fees
10 Aug - 11 Aug
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2385)
"It was a great stay! "
The price is S$332
includes taxes & fees
10 Aug - 11 Aug
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Enjoy a panoramic city view from the comfort of your room, featuring a large window and a neatly made bed with a headboard that extends to the window.

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1338)
"Great place to stay"
The price is S$245
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn Chicago Downtown/Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for romantic hotels in Chicago?
Are you in need of a romantic getaway? Couples choose Chicago for its popular theatre scene and scenic landscape. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lynfred Winery, Valentino Vineyards or Broken Earth Winery. Whether you want to soak in a hot tub or enjoy a candlelit dinner, there are 2 hotels and other accommodations in Chicago.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking.
How many romantic hotels should we expect to find in Chicago?
Expedia has 72 romantic Chicago hotels for you to get cosy in.
When is the best time of year for a romantic getaway to Chicago?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Chicago: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What is there to do in Chicago?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Chicago. If you're hoping to experience some of the local culture, you'll love Chicago for its popular theatre scene, stunning architecture and top museums. A visit to Michigan Avenue, Navy Pier or Wrigley Field might be just the ticket when you're checking out the sights.
What's the best way to get to Chicago and around town during my romantic getaway?
This information about transportation options in Chicago might help your romantic trip go off without a hitch: Make your way to Chicago with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.6 mi (13.9 km) away. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.