Find Romantic Hotels in Chicago, IL from CA $135

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Top Chicago Romantic Hotels

Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1002)
"Very friendly, clean and beautiful hotel. "
The price is CA $714
CA $838 total
includes taxes & fees
May 19 - May 20
The Peninsula Chicago
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Everything except the condition of the lobby and the breakfast options was excellent!! The lobby is still under construction and it definitely takes away from the ambience of the hotel. Also the “continental” breakfast was also lacking. There was no water, juice and coffee was cold. Hopefully once the construction is completed the issues will be resolved. Overall I enjoyed my stay!"
The price is CA $257
CA $302 total
includes taxes & fees
May 26 - May 27
L7 Chicago by LOTTE
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3516)
"Location was fantastic and the property is beautiful!"
The price is CA $179
CA $210 total
includes taxes & fees
May 27 - May 28
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1190)
"The best hotel hands down!"
The price is CA $505
CA $593 total
includes taxes & fees
May 23 - May 24
Trump International Hotel & Tower Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1004)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is CA $280
CA $369 total
includes taxes & fees
May 27 - May 28
Virgin Hotels Chicago
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1374)
"There was no way to make tea in the room, only coffee A hot pot would have been appropiate"
The price is CA $244
CA $326 total
includes taxes & fees
May 27 - May 28
Sofitel Chicago Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1925)
"The valet parking helper could be more pleasant when returning the car"
The price is CA $244
CA $327 total
includes taxes & fees
May 27 - May 28
The Royal Sonesta Chicago Downtown
Front of property - evening/night
Swissotel - Chicago
4.5 star property
8.6 out of 10, Excellent, (1968)
"The hotel was nice. I had tv issues the entire time I was there. They came and attempted to fix it. We were able to get some of the channels working, but not the menu. The beds were just okay, but the view was amazing. I, also, had issues with cell service being slow/limited. Not a hotel issue, but something I wanted to note."
The price is CA $280
CA $363 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago
Room, 1 King Bed
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1002)
"Had the best experience at the property "
The price is CA $135
CA $177 total
includes taxes & fees
May 20 - May 21
The Champagne Lodge & Luxury Suites
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1930)
"Very nice and clean! Great customer service."
The price is CA $245
CA $287 total
includes taxes & fees
May 27 - May 28
Eurostars Magnificent Mile
Don't see what you're looking for?
See all available properties in 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.

Popular romantic getaways

Most indulging stays in Chicago in 2024
Luxury hotels in Chicago

Luxury hotels

Luxury hotels
Spa hotels in Chicago

Spa hotels

Spa hotels

Chicago Romantic Hotels information

 

Romantic Hotels in Chicago

289

Highest price
CA $714
Cheapest price
CA $135
Number of guest reviews
15,287
Total number of hotels in Chicago
4,988

 

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. Another good option for a romantic stay is A5 Luxurious Garden Unit Near Chicago.
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 Grant Park, 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.

Recent Reviews in Chicago
Expedia verified reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

5/5 Excellent
"Wonderful experience "
A verified traveller from streamwood stayed at Hilton Chicago/Magnificent Mile Suites
Posted 2 days ago
Hilton Chicago/Magnificent Mile Suites