Find Romantic Hotels in Chicago, IL

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Pick from 289 Chicago Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very Good, (1004)
"Great customer service. Friendly staff. Felt very safe there. Awesome amenities. Very clean room. Highly recommended. "
The price is AED 364
AED 477 total
includes taxes & fees
25 Nov - 26 Nov
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3557)
"Easy accsess"
The price is AED 456
AED 535 total
includes taxes & fees
8 Dec - 9 Dec
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is AED 476
AED 651 total
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1433)
"I had to pay fomy upgrade "
The price is AED 1,446
AED 1,698 total
includes taxes & fees
27 Nov - 28 Nov
Trump International Hotel & Tower Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is AED 1,928
AED 2,264 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2751)
"Great stay right in the heart of the city. "
The price is AED 430
AED 504 total
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile
The Herrington Inn & Spa
2.5 star property
9.4 out of 10, Exceptional, (329)
"Perfect place for a getaway. Located right on the river, old world charm hotel, beautiful rooms and amenities. Down town Geneva filled with great restaurants and shops. Will stay here again."
The Herrington Inn & Spa
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1228)
"Staff was great! From the valet, front desk, cleaning crew and restaurant staff. We had a mini getaway for the bears game and this was perfect. "
The price is AED 579
AED 803 total
includes taxes & fees
25 Nov - 26 Nov
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1663)
"The hotel was very nice. The area was safe with many places to shop. It rained on one of the days we were here and the hotel provided us with umbrellas. Loved !!!!!"
The price is AED 625
AED 841 total
includes taxes & fees
24 Nov - 25 Nov
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
" This hotel exceeded all my expectations! The location was perfect, with easy access to attractions, restaurants, and shopping. The room was clean, comfortable, and had amazing city views. The staff were friendly and attentive, making the stay even better. Great amenities, especially the bar! I’d definitely stay here again."
The price is AED 496
AED 691 total
includes taxes & fees
24 Nov - 25 Nov
Swissotel - Chicago
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.
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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. Another good option for a romantic stay is A5 Luxurious Garden Unit Near Chicago.
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.