Find Romantic Hotels in Chicago from S$141

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Top Romantic Hotels in Chicago

The Champagne Lodge & Luxury Suites
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)
"Great customer service. Friendly staff. Felt very safe there. Awesome amenities. Very clean room. Highly recommended. "
The price is S$174
includes taxes & fees
2 Dec - 3 Dec
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, (3557)
"Easy accsess"
The price is S$200
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, (1511)
"The Palmer House is a beautiful place to stay when your visiting Chicago."
The price is S$238
includes taxes & fees
22 Dec - 23 Dec
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, (1433)
" The room was gorgeous with an excellent view of the city. The window actually appears bigger in person due to the high ceiling of the room. The room was fully stocked with a small kitchen. The bathroom was large and spacious and included a TV in the mirror. The only thing I didn’t like in the bathroom was that it didn’t fully close. It’s a sliding door with a gap and you can hear whoever is in the restroom which can make it awkward with a partner. A member of the staff made my girlfriend and I...
The price is S$621
includes taxes & fees
27 Nov - 28 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, (1001)
"Nice property, excellent housekeeping staff. Nice amenities and a nice pool. "
The price is S$827
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2751)
"Great hotel!"
The price is S$184
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1228)
"Excellent!"
The price is S$311
includes taxes & fees
8 Dec - 9 Dec
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1663)
"Amazing staff and so accommodating"
The price is S$306
includes taxes & fees
28 Nov - 29 Nov
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property – evening/night
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
"Loved the location, it’s only a few blocks from Mag Mile. Loved the view of Lake Michigan from our 25th floor room. "
The price is S$251
includes taxes & fees
25 Nov - 26 Nov
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
View from room
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
8.2 out of 10, Very good, (1152)
"Great value, but not the fanciest place on the block. The breakfast was good. Everything was very clean. Great location."
The price is S$141
includes taxes & fees
27 Nov - 28 Nov
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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Beautiful view of the beach with palm trees

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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.
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, Wrigley Field or Millennium Park 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.