Find Romantic Hotels in Chicago from S$124

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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, (1008)
"good"
The price is S$170
includes taxes & fees
25 Dec - 26 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)
"Fantastic, staff were impeccable. The location was perfect for all of the main things downtown Chicago has to offer. "
The price is S$202
includes taxes & fees
19 Jan - 20 Jan,2025
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, (1532)
"This was a perfect location to see the Christmas sites and to visit the stores on State Street."
The price is S$256
includes taxes & fees
9 Jan - 10 Jan,2025
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, (1462)
"I chose a river view room and it was a spectacular view from the 26th floor. The location was convenient for my Chicago plans for dining and sightseeing. Very professional and courteous front desk staff. "
The price is S$507
includes taxes & fees
2 Jan - 3 Jan,2025
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, (1007)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is S$756
includes taxes & fees
5 Jan - 6 Jan,2025
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2795)
" Staff was attentive and friendly. Highly recommend. "
The price is S$149
includes taxes & fees
20 Jan - 21 Jan,2025
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1247)
"Room was excellent. Updated and comfortable. Staff was so-so. Some staff very good, others seemed like they were not interested in dealing with customers. "
The price is S$261
includes taxes & fees
2 Jan - 3 Jan,2025
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1708)
"Lovely hotel, excellent location, room size and amenities were perfect. "
The price is S$296
includes taxes & fees
25 Dec - 26 Dec
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1926)
"Great place to stay!"
The price is S$268
includes taxes & fees
6 Jan - 7 Jan,2025
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, (1161)
"Excellent location downtown Chicago! "
The price is S$124
includes taxes & fees
2 Jan - 3 Jan,2025
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.
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, Millennium Park or Grant 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.