Find Romantic Hotels in Chicago, IL

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Pick from 289 Chicago Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1005)
"Beautiful hotel and great service. Would definitely stay again!"
The price is NT$16,944
per night
May 26 - May 27
The Peninsula Chicago
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1003)
"Great place in the middle of everything. Loved the window seat, the filtered tap water in the bathroom and the very generous-sized complimentary pastries and tea/coffee for breakfast. Hotel restaurant is still under construction, but there are a ton of restaurants within walking distance so not a problem at all. Valet parking has in/out privileges. Staff very friendly, helpful and responsive. "
The price is NT$6,423
per night
May 27 - May 28
L7 Chicago by LOTTE
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3520)
"Great hotel with a great staff, the lobby bar is relaxing and the rooftop bar is great as well."
The price is NT$5,761
per night
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, (1196)
"I loved our stay. The view was unbelievable. The tub was the only concern, it was leaking the water out from the drain area so i had to use more water. That was not a tragedy but just so you guys know it could use a small fix."
The price is NT$13,919
per night
Jun 23 - Jun 24
Trump International Hotel & Tower Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is NT$7,307
per night
Jun 16 - Jun 17
Virgin Hotels Chicago
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1381)
"Being a Sofitel I was expecting a little bit more in general "
The price is NT$5,780
per night
May 28 - May 29
Sofitel Chicago Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1921)
"Fantastic place to stay. Great location& staff professional and friendly! "
The price is NT$6,423
per night
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, (1952)
"location and the view "
The price is NT$6,076
per night
May 27 - May 28
Swissotel - Chicago
Swimming Pool Suite, 1 King Bed (Adults Only) | Premium bedding, desk, iron/ironing board, free WiFi
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very Good, (1001)
"It was a wonderful experience "
The price is NT$3,195
per night
Jun 3 - Jun 4
The Champagne Lodge & Luxury Suites
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very Good, (1942)
"Great service. Guy at front desk was extremely friendly and got us checked in three hours early and gave us a complimentary room upgrade. The room was amazing. It was a corner room with floor to ceiling windows. Great view. The bed was comfortable and the shower is huge with great water pressure. The bathroom is small but fine for our needs. The location was perfect for us. Walking distance to most of the places we wanted to visit. And the area seemed safe and clean. We will definitely book...
The price is NT$5,810
per night
May 28 - May 29
Eurostars Magnificent Mile
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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.

Chicago Romantic Hotels information

 

Romantic Hotels in Chicago

289

Highest price
NT$16,944
Cheapest price
NT$3,195
Number of guest reviews
15,328
Total number of hotels in Chicago
4,935

 

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 Navy Pier, Wrigley Field, or Six Flags Great America 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 of Chicago hotels
Expedia verified reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

5/5 Excellent
"Hundreds of restaurants within walking distance."
A verified traveler stayed at Hilton Garden Inn Chicago Downtown/Magnificent Mile
Posted 13 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile