Find Romantic Hotels in Chicago, IL

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Check availability on Chicago Romantic Hotels

Tonight
28 Feb - 1 Mar
Tomorrow
1 Mar - 2 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 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, (2,377 reviews)
"Great stay"
United States
Blake
The price is AED 514
AED 729 total
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,106 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is AED 316
AED 371 total
includes taxes & fees
2 Mar - 3 Mar
Aloft Chicago Mag Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,844 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is AED 356
AED 418 total
includes taxes & fees
8 Mar - 9 Mar
Hilton Chicago/Magnificent Mile Suites
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,198 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is AED 447
AED 654 total
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,271 reviews)
"Great stay "
United States
Kylee
The price is AED 411
AED 483 total
includes taxes & fees
3 Mar - 4 Mar
Eurostars Magnificent Mile
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,063 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is AED 364
AED 513 total
includes taxes & fees
23 Mar - 24 Mar
The Godfrey Hotel 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, (1,291 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is AED 393
AED 461 total
includes taxes & fees
2 Mar - 3 Mar
The Chicago Hotel Collection Ambassador Gold Coast
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,464 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is AED 599
AED 811 total
includes taxes & fees
1 Apr - 2 Apr
Hyatt Regency Chicago
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is AED 513
AED 710 total
includes taxes & fees
5 Mar - 6 Mar
The Blackstone, Autograph Collection
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,135 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel
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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Top Chicago Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"My new Favorite Property in Chicago…loved It💙"
rock 2-night trip
Posted 1 day ago
LondonHouse Chicago, Curio Collection by Hilton

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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 Lynfred Winery, Valentino Vineyards, or Broken Earth Winery. Whether you and your partner are just looking for a change of scenery or you're you'd like to have specific luxurious amenities, you can choose from 15 hotels and other accommodations in Chicago for the ideal romantic vacation.
What's the best place to stay for a couple visiting Chicago?
The Neighborhood Hotel - Lincoln Park 501 - Three Bedroom Penthouse is a favorite hotel for couples, and features in-room kitchens and Smart TVs. Other good choices for a romantic stay include The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom and The Neighborhood Hotel - Lincoln Park 304 - Two Bedroom.
How many romantic hotels will we be able to find in Chicago?
Expedia has 15 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, 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 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.