Find Romantic Hotels in Chicago, IL

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Check availability on Chicago Romantic Hotels

Top Chicago Romantic Hotels

The Chicago Hotel Collection Ambassador Gold Coast
Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1031)
"Great Front desk staff! All staff was very friendly and location was wonderful 😀"
The price is NT$973
NT$5,256 total
includes taxes & fees
Jul 28 - Jul 29
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile
Experience the vibrant city atmosphere from this unique, circular building with a glass facade offering a glimpse into the interior.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1101)
"We enjoyed our time at this stay. "
The price is NT$1,186
NT$5,505 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection - Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2062)
"Amazing property clean comfy bedding and wonderful views"
The price is NT$6,680
NT$8,689 total
includes taxes & fees
Jul 27 - Jul 28
Sable at Navy Pier Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
Contemporary lounge area with a striking metal structure and large windows offering urban views.

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3342)
"Great stay"
The price is NT$4,967
NT$5,830 total
includes taxes & fees
Aug 10 - Aug 11
LondonHouse Chicago, Curio Collection by Hilton
Crowne Plaza Chicago West Loop by IHG
Relax in a casual, urban setting with seating areas and a prominent counter for ordering.

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1262)
"Great location and hotel "
The price is NT$4,301
NT$5,048 total
includes taxes & fees
Aug 10 - Aug 11
Crowne Plaza Chicago West Loop by IHG
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1883)
"Great location near bars and restaurants "
The price is NT$3,710
NT$5,042 total
includes taxes & fees
Aug 13 - Aug 14
Millennium Knickerbocker Chicago
Hilton Chicago/Magnificent Mile Suites
Enjoy a sophisticated dining experience with a beautifully set table and city view.

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2440)
"Friendly staff, beautiful views, excellent location "
The price is NT$4,420
NT$5,189 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile
Enjoy a meal with a view at this restaurant, offering a variety of seating options and a central bar area.

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3037)
"Loved our stay! "
The price is NT$4,379
NT$5,141 total
includes taxes & fees
Jul 23 - Jul 24
Eurostars Magnificent Mile
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8964)
"Great location, beautiful hotel "
The price is NT$5,183
NT$6,084 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2411)
"Amazing Stay!"
The price is NT$5,586
NT$7,415 total
includes taxes & fees
Aug 7 - Aug 8
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.

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.
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.