Romantic Hotels & Resorts in Chicago from AU$159

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Best Chicago Romantic Hotels

The Champagne Lodge & Luxury Suites
Room, 1 King Bed
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1006)
"Great friendly staff, clean and beautiful room there. Excellent hospitality and customer service. Highly recommend this place!"
The price is AU$193
includes taxes & fees
21 Nov - 22 Nov
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3580)
"I enjoyed the rooftop view and food"
The price is AU$221
includes taxes & fees
8 Dec - 9 Dec
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Meeting facility
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very good, (1502)
"The Palmer House is a beautiful place in the perfect location. Easy walking to parks, the Lake Shore, museums and restaurants. Will definitely choose it again on a trip to Chicago. "
The price is AU$269
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1418)
"Great location and staff."
The price is AU$692
includes taxes & fees
17 Nov - 18 Nov
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1004)
"Best hotel"
The price is AU$923
includes taxes & fees
26 Nov - 27 Nov
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2721)
"I really enjoyed the location of this hotel. It was within walking distance of many restaurants, Michigan Ave for shopping, and the L train was easily accessible from the location."
The price is AU$190
includes taxes & fees
8 Dec - 9 Dec
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1219)
"Room was nice, dinning options not so good. The Restaurant and coffee shop not worth trying, the lobby bar was closed and not really conveniently located"
The price is AU$314
includes taxes & fees
9 Dec - 10 Dec
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1651)
"Excellent, great location, "
The price is AU$348
includes taxes & fees
24 Nov - 25 Nov
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property - evening/night
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1933)
"I liked that they offered to hold your baggage before check-in as well as offered the same service for after checkout"
The price is AU$300
includes taxes & fees
24 Nov - 25 Nov
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
8.2 out of 10, Very good, (1163)
"The staff is the standout at this property-every encounter from reception, to cleaning staff, to bell and valet help was friendly, helpful, and cheerful. "
The price is AU$159
includes taxes & fees
8 Dec - 9 Dec
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.
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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. Another good option for your romantic getaway is A5 Luxurious Garden Unit Near 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.