Find Romantic Hotels in Chicago from S$154

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Check availability on Chicago Romantic Hotels

Top Romantic Hotels in Chicago

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1205)
"Great for couples getaway "
The price is S$154
includes taxes & fees
8 Sept - 9 Sept
The Champagne Lodge & Luxury Suites

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3327)
"Great place to stay"
The price is S$294
includes taxes & fees
1 Sept - 2 Sept
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1887)
"Helpful staff, beautiful hotel in a great location!"
The price is S$295
includes taxes & fees
4 Sept - 5 Sept
Palmer House a Hilton Hotel

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1690)
"Location, staff and accommodations were excellent. "
The price is S$698
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"My favorite hotel"
The price is S$943
includes taxes & fees
24 Aug - 25 Aug
The Peninsula Chicago

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3063)
"Great stay!"
The price is S$241
includes taxes & fees
24 Aug - 25 Aug
Eurostars Magnificent Mile

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1343)
"Great area and very walkable to local attractions "
The price is S$444
includes taxes & fees
24 Aug - 25 Aug
Virgin Hotels Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2116)
"Staff were helpful and location was great "
The price is S$349
includes taxes & fees
1 Sept - 2 Sept
Sofitel Chicago Magnificent Mile

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2633)
"Great vibe and location. Will stay again!!"
The price is S$277
includes taxes & fees
1 Sept - 2 Sept
Swissotel - Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.0 out of 10, Very good, (1341)
"Great hotel and great locations. Close to great restaurants and lot great attractions "
The price is S$242
includes taxes & fees
2 Sept - 3 Sept
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.

Top Chicago Hotel Reviews

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.
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.