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Check availability on Chicago Romantic Hotels

Tonight
8 Mar - 9 Mar
Tomorrow
9 Mar - 10 Mar
Next weekend
13 Mar - 15 Mar
In two weeks
20 Mar - 22 Mar

Our top choices for Chicago romantic hotels

Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,397 reviews)
"Great stay"
United States
Blake
The price is ฿4,676
฿6,574 total
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,882 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is ฿3,310
฿3,886 total
includes taxes & fees
18 Mar - 19 Mar
Hilton Chicago/Magnificent Mile Suites
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,140 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ฿3,442
฿4,041 total
includes taxes & fees
22 Mar - 23 Mar
Aloft Chicago Mag Mile
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,218 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is ฿3,877
฿5,673 total
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,090 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is ฿3,155
฿4,453 total
includes taxes & fees
29 Mar - 30 Mar
The Godfrey Hotel Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,478 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is ฿4,877
฿6,847 total
includes taxes & fees
5 Apr - 6 Apr
Hyatt Regency Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,304 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is ฿3,673
฿4,311 total
includes taxes & fees
22 Mar - 23 Mar
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,925 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is ฿5,307
฿6,230 total
includes taxes & fees
21 Mar - 22 Mar
Congress Plaza Hotel
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,076 reviews)
"Great place "
United States
Kamilah
The price is ฿5,391
฿7,451 total
includes taxes & fees
24 Mar - 25 Mar
Fairmont Chicago at Millennium Park
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is ฿4,450
฿6,160 total
includes taxes & fees
22 Mar - 23 Mar
The Blackstone, Autograph Collection
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.
View all properties

Top Chicago Hotel Reviews

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

8/10 Good
"Yes"
Larry 2-night trip
Posted 2 hours ago
Hyatt Centric The Loop Chicago

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 and your partner are looking for some relaxing time away or you're hoping to stay near top romantic sights, you can choose from 15 hotels and other accommodation options in Chicago for the ideal romantic holiday.
How many romantic hotels should we expect to find in Chicago?
Expedia has 15 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 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 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.