Find Romantic Hotels in Chicago, IL

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Compare Chicago Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Champagne Lodge & Luxury Suites
Exterior

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very Good, (1010)
"good"
The price is AED 349
AED 462 total
includes taxes & fees
25 Dec - 26 Dec
The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Exterior

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3559)
"Fantastic, staff were impeccable. The location was perfect for all of the main things downtown Chicago has to offer. "
The price is AED 465
AED 546 total
includes taxes & fees
19 Jan - 20 January 2025
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Exterior

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1534)
"This was a perfect location to see the Christmas sites and to visit the stores on State Street."
The price is AED 512
AED 693 total
includes taxes & fees
9 Jan - 10 January 2025
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1462)
"Very nice staff and very welcoming. The bathrobes could be whiter or cleaner and the bath water has a ton of chlorine in it. Other than that it is very nice."
The price is AED 1,171
AED 1,374 total
includes taxes & fees
2 Jan - 3 January 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 AED 1,745
AED 2,048 total
includes taxes & fees
5 Jan - 6 January 2025
The Peninsula Chicago
Eurostars Magnificent Mile
Room

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2795)
" Staff was attentive and friendly. Highly recommend. "
The price is AED 344
AED 404 total
includes taxes & fees
20 Jan - 21 January 2025
Eurostars Magnificent Mile
The Herrington Inn & Spa
Interior entrance

The Herrington Inn & Spa

2.5 star property
9.4 out of 10, Exceptional, (329)
"Perfect place for a getaway. Located right on the river, old world charm hotel, beautiful rooms and amenities. Down town Geneva filled with great restaurants and shops. Will stay here again."
The Herrington Inn & Spa
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1247)
"Upgraded to a suite upon checkin! Incredible room!!"
The price is AED 510
AED 706 total
includes taxes & fees
24 Dec - 25 Dec
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1708)
"Beautiful property and excellent service "
The price is AED 592
AED 802 total
includes taxes & fees
24 Dec - 25 Dec
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Exterior

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1927)
"Great place to stay!"
The price is AED 528
AED 727 total
includes taxes & fees
6 Jan - 7 January 2025
Swissotel - Chicago
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 looking for a romantic vacation? Couples choose Chicago for its popular theater 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 Valentino Vineyards, Lynfred Winery, or Broken Earth Winery. Whether you want to get a couple’s massage or lounge around in luxurious bedding, there are 2 hotels and other accommodations in Chicago.
What's the best place to stay for a couple visiting Chicago?
Chicago Guest House Wrigleyville is a favorite hotel for couples, and features free WiFi and free parking. Another good option for a romantic stay is A5 Luxurious Garden Unit Near Chicago.
How many romantic hotels will we be able to find in Chicago?
Expedia has 72 romantic Chicago hotels for you to get cozy 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, check out these details about year-round temperatures in Chicago: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
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 theater scene, stunning architecture, and top museums. A visit to Michigan Avenue, Millennium Park, or Soldier 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 get off to a smooth start: 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 take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.