Find Romantic Hotels in Chicago, IL

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Check availability on Chicago Romantic Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Chicago Romantic Hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2170)
"Great hotel "
The price is AED 702
AED 931 total
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3062)
"Perfect location, walkable to many restaurants and shops"
The price is AED 428
AED 503 total
includes taxes & fees
4 Nov - 5 Nov
Eurostars Magnificent Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (9316)
"Beautiful hotel!"
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1976)
"We have stayed here several times and love the hotel and location."
The price is AED 338
AED 483 total
includes taxes & fees
3 Nov - 4 Nov
Millennium Knickerbocker Chicago
Warwick Allerton - Chicago
Lobby sitting area

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very Good, (2899)
"Great location, friendly staff."
The price is AED 323
AED 487 total
includes taxes & fees
3 Nov - 4 Nov
Warwick Allerton - Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3356)
"Excellent location and views from the hotel "
The price is AED 727
AED 854 total
includes taxes & fees
30 Oct - 31 Oct
LondonHouse Chicago, Curio Collection by Hilton
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1161)
"Room and breakfast fantastic!"
The price is AED 546
AED 641 total
includes taxes & fees
7 Oct - 8 Oct
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3024)
"Hotel was excellent!"
The price is AED 534
AED 627 total
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1998)
"Great place to stay."
The price is AED 637
AED 839 total
includes taxes & fees
30 Oct - 31 Oct
Palmer House a Hilton Hotel
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2843)
"Great hotel in grand location."
The price is AED 771
AED 1,013 total
includes taxes & fees
2 Nov - 3 Nov
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.
View all properties

Top Chicago Hotel Reviews

The Wade

The Wade

10/10 Excellent
"clean room nice staff walkable "
Laksheeta 3-night trip
Posted 1 hour ago
The Wade

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 203 - Two Bedroom 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 501 - Three Bedroom Penthouse and The Neighborhood Hotel - Lincoln Park 403 - 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, Navy Pier, or Wrigley 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.