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Top Chicago Romantic Hotels

The Peninsula Chicago
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"Excellent service with luxurious ambience. I will be staying here again soon. "
The price is 14.140.975 ₫
16.600.092 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Peninsula Chicago
L7 Chicago by LOTTE
Exterior
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (693)
"The locations are very convenient, close to all tourist attraction. Hotel is small but clean, excellent service, check in was quick. "
The price is 5.732.628 ₫
6.729.534 ₫ total
includes taxes & fees
27 Oct - 28 Oct
L7 Chicago by LOTTE
LondonHouse Chicago, Curio Collection by Hilton
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3582)
"Beautiful view of the city. "
The price is 5.373.079 ₫
6.307.457 ₫ total
includes taxes & fees
27 Oct - 28 Oct
LondonHouse Chicago, Curio Collection by Hilton
Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1377)
"Stunning hotel with exceptional staff. "
The price is 10.605.731 ₫
12.450.206 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Trump International Hotel & Tower Chicago
Sofitel Chicago Magnificent Mile
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1589)
"This is the first time we stayed at a Sofitel property and it did not disappoint! The staff were wonderful, the hotel decor was gorgeous and the service was phenomenal! If you stay at this property, you MUST try the croissants! We had to get some to take home with us! They are flown in from France and we could sure taste the difference. This hotel will not disappoint!!"
The price is 6.396.639 ₫
8.230.821 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Sofitel Chicago Magnificent Mile
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel with good amenities location was very walkable"
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Waldorf Astoria Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1000)
"We have stayed here many times we enjoy the friendly and accommodating atmosphere at the Waldorf"
The price is 13.065.031 ₫
15.337.040 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Waldorf Astoria Chicago
Four Seasons Hotel Chicago
Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (1000)
"Definitely would come agaib"
The price is 14.263.940 ₫
16.744.440 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Four Seasons Hotel Chicago
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1167)
"Dusty lights. All the linens and bathroom fixures were clean."
The price is 4.869.414 ₫
6.438.202 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Virgin Hotels Chicago
The Royal Sonesta Chicago Downtown
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (2124)
"Rooms are clean and very spacious. Area is very central and convenient to most tourist locations. Quite noisy and congested outside and had a very difficult time eating. All large and small dining options had very long lines. Had to wait 40 mins. for coffee at the Starbucks around the corner and that was our only option to eat. Other establishments had over an hours wait just to get a sandwich. Would stay in a less congested area the next time I visit. I also found the staff less than friendly....
The price is 5.508.832 ₫
7.253.794 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Royal Sonesta Chicago Downtown
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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 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 spa tub or enjoy a candlelit dinner, there are 2 hotels and other accommodation options in Chicago.
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.