Find Romantic Hotels in Chicago, IL

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

The Peninsula Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1011)
"Fabulous hotel and staff"
The price is ￥81,785
￥96,017 total
includes taxes & fees
May 23 - May 24
The Peninsula Chicago
L7 Chicago by LOTTE
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1006)
"The rooms were very spacious and clean. It was a short walk to Millennium park as well as Magnificent mile. The lobby and restaurant were under construction but looked like a great space once done. "
The price is ￥31,000
￥36,394 total
includes taxes & fees
May 26 - May 27
L7 Chicago by LOTTE
LondonHouse Chicago, Curio Collection by Hilton
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3514)
"Excellent quality. Comfortable bed, nice view from 12th floor over river. Friendly staff. "
The price is ￥31,647
￥37,153 total
includes taxes & fees
May 27 - May 28
LondonHouse Chicago, Curio Collection by Hilton
Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1190)
"Beautiful experience Top shelf everything This was my 4th stay here while visiting Chicago "
The price is ￥57,833
￥67,896 total
includes taxes & fees
May 26 - May 27
Trump International Hotel & Tower Chicago
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1015)
"Just disappointed the rooftop was packed and had so many people on the elevator….would have liked to enjoy the rooftop just hotel guests.."
The price is ￥37,231
￥48,283 total
includes taxes & fees
May 27 - May 28
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1373)
"There was no way to make tea in the room, only coffee A hot pot would have been appropiate"
The price is ￥27,900
￥37,327 total
includes taxes & fees
May 27 - May 28
Sofitel Chicago Magnificent Mile
The Royal Sonesta Chicago Downtown
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1933)
"Everything was in walking distance "
The price is ￥30,704
￥40,720 total
includes taxes & fees
May 27 - May 28
The Royal Sonesta Chicago Downtown
Swissotel - Chicago
Front of property - evening/night
Swissotel - Chicago
4.5 star property
8.6 out of 10, Excellent, (1978)
"Likes: Soaring cityscape, river and big lake views; food/service quality; staff experience and longevity (jumping jobs a rarity); 43rd floor fitness facility. Dislike: 0"
The price is ￥32,441
￥41,981 total
includes taxes & fees
May 23 - May 24
Swissotel - Chicago
The Champagne Lodge & Luxury Suites
Swimming Pool Suite, 1 King Bed (Adults Only) | Premium bedding, desk, iron/ironing board, free WiFi
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very Good, (1010)
"Had the best experience at the property "
The price is ￥15,422
￥20,243 total
includes taxes & fees
May 20 - May 21
The Champagne Lodge & Luxury Suites
Eurostars Magnificent Mile
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very Good, (1923)
"Nice place and good service. "
The price is ￥28,040
￥32,919 total
includes taxes & fees
May 27 - May 28
Eurostars Magnificent Mile
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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 to visit 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 Grant Park, 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.