Romantic Hotels in Chicago, Illinois

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Top Chicago Romantic Hotels

Our top choices for Chicago romantic hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2083)
"Great place to stay!"
The price is P9,298
P12,568 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8963)
"Great hotel"
The price is P10,718
P12,582 total
includes taxes & fees
Sep 14 - Sep 15
Congress Plaza Hotel

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2630)
"Awesome location and amenities "
The price is P9,043
P12,288 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - Chicago

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1685)
"We loved the price and location of this hotel. "
Hotel Saint Clair- Magnificent Mile

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2855)
"An excellent place to stay"
The price is P9,639
P13,138 total
includes taxes & fees
Sep 1 - Sep 2
The Royal Sonesta Chicago Downtown

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3327)
"Great place to stay"
The price is P11,092
P13,020 total
includes taxes & fees
Sep 1 - Sep 2
LondonHouse Chicago, Curio Collection by Hilton

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1943)
"Great stay"
The price is P7,750
P10,435 total
includes taxes & fees
Aug 26 - Aug 27
Millennium Knickerbocker Chicago

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3302)
"Great hotel "
The price is P11,765
P15,488 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Regency Chicago

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very Good, (2912)
"Excellent location"
The price is P7,023
P9,917 total
includes taxes & fees
Sep 2 - Sep 3
Warwick Allerton - Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2670)
"Great and comfortable stay"
The price is P9,073
P10,651 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Chicago/Magnificent Mile Suites
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.

Top Chicago Hotel Reviews

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 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.
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, 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.