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, (1015)
"Awesome"
The price is ￥90,269
￥105,976 total
includes taxes & fees
May 29 - May 30
The Peninsula Chicago
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1016)
"Nice and clean"
The price is ￥29,671
￥34,832 total
includes taxes & fees
May 28 - May 29
L7 Chicago by LOTTE
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3528)
"The staff and services are excellent. The hotel is located near riverwalk, beautiful views at day&night"
The price is ￥47,097
￥55,291 total
includes taxes & fees
May 28 - May 29
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1210)
"Great property. Perfect location for walking. "
The price is ￥67,702
￥79,483 total
includes taxes & fees
Jun 16 - Jun 17
Trump International Hotel & Tower Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1006)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is ￥35,389
￥46,155 total
includes taxes & fees
Jun 16 - Jun 17
Virgin Hotels Chicago
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1397)
"Overall I consider the best choice for upscale place in Chicago. Hard to beat the blend of French hospitality and impeccable service. Rooms are well appointed and spacious. Other “more luxurious” competitors come with pretentions tgat reduce feeling at home. "
The price is ￥42,230
￥54,187 total
includes taxes & fees
May 29 - May 30
Sofitel Chicago Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1936)
"Great stay "
The price is ￥29,530
￥39,378 total
includes taxes & fees
May 28 - May 29
The Royal Sonesta Chicago Downtown
Front of property - evening/night
Swissotel - Chicago
4.5 star property
8.6 out of 10, Excellent, (1966)
"Loved the concierge downstairs that helped us decide on our room. Super friendly. The room was stunning!! All around loved my stay and would reccomend anyone there 2 times over"
The price is ￥30,025
￥39,173 total
includes taxes & fees
May 28 - May 29
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, (1009)
"Very nice place"
The price is ￥15,542
￥20,400 total
includes taxes & fees
May 28 - May 29
The Champagne Lodge & Luxury Suites
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very Good, (1973)
"Great service and very convenient to get into city and shopping , dining and sign seeing "
The price is ￥28,258
￥33,174 total
includes taxes & fees
May 29 - May 30
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
￥90,269
Cheapest price
￥15,542
Number of guest reviews
15,395
Total number of hotels in Chicago
4,939

 

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 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

River Hotel

River Hotel

5/5 Excellent
"Great place "
A verified traveler from Chatsworth stayed at River Hotel
Posted 18 hours ago
River Hotel