Find Romantic Hotels in Chicago from S$185

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Top Romantic Hotels in Chicago

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1136)
"Property was in very good condition and we enjoyed our stay "
The price is S$185
includes taxes & fees
24 Jun - 25 Jun
The Champagne Lodge & Luxury Suites

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3350)
"Amazing hotel and very nice location in the city."
The price is S$294
includes taxes & fees
6 Jul - 7 Jul
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1755)
"Beautiful, historical hotel!"
The price is S$281
includes taxes & fees
30 Jun - 1 Jul
Palmer House a Hilton Hotel

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1626)
"Great hotel with great staff."
The price is S$708
includes taxes & fees
30 Jun - 1 Jul
Trump International Hotel & Tower Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Amazing service!! Beautiful hotel!"
The price is S$944
includes taxes & fees
29 Jun - 30 Jun
The Peninsula Chicago

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3013)
"Its a nice hotel in a good location and you had a lots of options to choose from like the spa."
The price is S$218
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1333)
"Very well appointed rooms and wonderful customer service!!"
The price is S$296
includes taxes & fees
6 Jul - 7 Jul
Virgin Hotels Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2041)
"It’s a great spot, great location, the staff is terrific and very helpful. I really enjoy staying there."
The price is S$336
includes taxes & fees
30 Jun - 1 Jul
Sofitel Chicago Magnificent Mile

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2272)
"Wonderful stay!"
The price is S$269
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very good, (1332)
"Great place to stay"
The price is S$191
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Chicago Downtown/Magnificent Mile
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 hot tub or enjoy a candlelit dinner, there are 2 hotels and other accommodations 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 Michigan Avenue, Soldier Field or Navy Pier 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.