Romantic Hotels in Chicago, Illinois

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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, 1,008 reviews
"Spectacular"
The price is P30,836
P36,201 total
includes taxes & fees
Jul 4 - Jul 5
The Peninsula Chicago
L7 Chicago by LOTTE
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, 1,022 reviews
"The location is perfect, the service is great."
The price is P11,048
P12,970 total
includes taxes & fees
Jul 1 - Jul 2
L7 Chicago by LOTTE
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, 1,001 reviews
"Very nice, clean, large rooms. Well-appointed. Hotel lobby very welcoming. Looked like a lovely outdoor dining patio, though I didn’t eat there. "
The price is P11,839
P15,366 total
includes taxes & fees
Jul 4 - Jul 5
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, 1,001 reviews
"Everything! The hotel & hospitality are the best! "
The price is P32,304
P37,925 total
includes taxes & fees
Jul 4 - Jul 5
Waldorf Astoria Chicago
Four Seasons Hotel Chicago
Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, 999 reviews
"Excelent "
The price is P28,780
P33,788 total
includes taxes & fees
Jul 4 - Jul 5
Four Seasons Hotel Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, 3,557 reviews
"Very nice hotel near everything in Chicago. The rooftop 10/10. Not problem at our stay only one thing. They offer us a room with view at the river but the room wasn’t available until almost 6pm when the check in is 4pm . "
The price is P12,831
P15,063 total
includes taxes & fees
Jul 1 - Jul 2
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, 1,232 reviews
"One of the best hotels I have ever been to "
The price is P23,127
P27,151 total
includes taxes & fees
Jul 1 - Jul 2
Trump International Hotel & Tower Chicago
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, 1,006 reviews
"Awesome Stay!"
The price is P12,141
P15,977 total
includes taxes & fees
Jul 1 - Jul 2
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, 1,399 reviews
"good service and nice hotel"
The price is P13,163
P17,177 total
includes taxes & fees
Jul 1 - Jul 2
Sofitel Chicago Magnificent Mile
The Ritz-Carlton, Chicago
Rooftop terrace
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, 1,001 reviews
"Quiet property very clean and in a great spot. Walkable "
The price is P24,669
P28,961 total
includes taxes & fees
Jul 4 - Jul 5
The Ritz-Carlton, Chicago
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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.

Chicago Romantic Hotels information

 

Romantic Hotels in Chicago

289

Highest price
P30,836
Cheapest price
P5,815
Number of guest reviews
15,501
Total number of hotels in Chicago
4,974

 

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 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.

Recent Reviews in Chicago
Expedia verified reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

5/5 Excellent
"Staff was very pleasant , my room was neat and clean. I absolutely loved the location, very easy to get around the city. I highly recommend and I will be returning. "
A verified traveler stayed at Hyatt Regency Chicago
Posted 13 hours ago
Hyatt Regency Chicago