Romantic Hotels in Chicago, Illinois

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Check availability on Chicago Romantic Hotels

Top Chicago Romantic Hotels

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, (1156)
"Property was in very good condition and we enjoyed our stay "
The price is P5,477
P7,216 total
includes taxes & fees
Jul 14 - Jul 15
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, (3331)
"Great stay"
The price is P9,555
P11,216 total
includes taxes & fees
Aug 10 - Aug 11
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, (1781)
"Love this hotel"
The price is P10,275
P13,474 total
includes taxes & fees
Aug 4 - Aug 5
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, (1632)
"Great hotel with great staff."
The price is P26,478
P31,082 total
includes taxes & fees
Jul 20 - Jul 21
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 P35,288
P41,424 total
includes taxes & fees
Jul 20 - Jul 21
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, (3032)
"Loved our stay! "
The price is P8,902
P10,450 total
includes taxes & fees
Jul 27 - Jul 28
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, (1336)
"Very well appointed rooms and wonderful customer service!!"
The price is P14,905
P19,155 total
includes taxes & fees
Jul 13 - Jul 14
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, (2063)
"Great stay!!!"
The price is P12,659
P16,518 total
includes taxes & fees
Aug 10 - Aug 11
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, (2389)
"Amazing Stay!"
The price is P10,795
P14,329 total
includes taxes & fees
Aug 7 - Aug 8
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, (1339)
"Good place to stay downtown"
The price is P9,360
P10,987 total
includes taxes & fees
Aug 12 - Aug 13
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 looking for a romantic vacation? Couples choose Chicago for its popular theater 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 get a couple's massage or lounge around in luxurious bedding, there are 2 hotels and other accommodations in Chicago.
What's the best place to stay for a couple visiting Chicago?
Chicago Guest House Wrigleyville is a favorite hotel for couples, and features free WiFi and free parking.
How many romantic hotels will we be able to find in Chicago?
Expedia has 72 romantic Chicago hotels for you to get cozy 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, check out these details about year-round temperatures in Chicago: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
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 theater 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 get off to a smooth start: 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 take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.