Find Romantic Hotels in Chicago from S$175

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Top Romantic Hotels in Chicago

Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1002)
"Very friendly, clean and beautiful hotel. "
The price is S$829
includes taxes & fees
19 May - 20 May
The Peninsula Chicago
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Everything except the condition of the lobby and the breakfast options was excellent!! The lobby is still under construction and it definitely takes away from the ambience of the hotel. Also the “continental” breakfast was also lacking. There was no water, juice and coffee was cold. Hopefully once the construction is completed the issues will be resolved. Overall I enjoyed my stay!"
The price is S$298
includes taxes & fees
26 May - 27 May
L7 Chicago by LOTTE
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3519)
"Location was fantastic and the property is beautiful!"
The price is S$250
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1192)
"The best hotel hands down!"
The price is S$587
includes taxes & fees
23 May - 24 May
Trump International Hotel & Tower Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1005)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is S$411
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1375)
"This is the only place I stay when I come to Chicago."
The price is S$322
includes taxes & fees
28 May - 29 May
Sofitel Chicago Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1928)
"The valet parking helper could be more pleasant when returning the car"
The price is S$355
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
Front of property – evening/night
Swissotel - Chicago
4.5 star property
8.6 out of 10, Excellent, (1969)
"My riverview; room credit when housekeeping isnt necessary"
The price is S$317
includes taxes & fees
27 May - 28 May
Swissotel - Chicago
Premium bedding, desk, iron/ironing board, free WiFi
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1004)
"Had the best experience at the property "
The price is S$175
includes taxes & fees
22 May - 23 May
The Champagne Lodge & Luxury Suites
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1933)
"me and my partner enjoyed everything about our stay. wouldn’t change a thing "
The price is S$284
includes taxes & fees
27 May - 28 May
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.

Chicago Romantic Hotels information

 

Romantic Hotels in Chicago

289

Highest price
S$829
Cheapest price
S$175
Number of guest reviews
15,282
Total number of hotels in Chicago
4,988

 

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.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking.
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 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 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.

Recent Reviews in Chicago
Expedia verified reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

5/5 Excellent
"The property is lovely and beautifully maintained. Our room was very comfortable and nicely furnished. We would definitely stay there again. Price was reasonable and while a bit removed from the busier areas, the quiet was wonderful"
A verified traveller stayed at Hotel Felix River North/Magnificent Mile
Posted 10 hours ago
Hotel Felix River North/Magnificent Mile