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Check availability on Chicago Romantic Hotels

Top Chicago Romantic Hotels

Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3332)
"Great stay!"
United States
Rose
The price is 2.197.371 ₫
2.579.493 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2958)
"Beautiful hotel and within walking distance to so many great restaurants and landmarks."
United States
Daniel
The price is 2.307.732 ₫
3.482.507 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Swissotel - Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2239)
"Room was spotless…staff was great!"
United States
Tamika
The price is 2.271.232 ₫
3.564.403 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3392)
"Great location and hotel."
United States
Travis
The price is 3.671.957 ₫
5.084.734 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2915)
"Great location!!"
United States
sarah e
The price is 2.558.763 ₫
3.003.732 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Aloft Chicago Mag Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2991)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is 1.688.256 ₫
2.756.078 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Warwick Allerton - Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2746)
"The place was great. Always a great stay. "
United States
Mario
The price is 2.405.765 ₫
3.598.353 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3105)
"Location was great "
United States
Hamik
The price is 2.751.407 ₫
3.229.875 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Eurostars Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3070)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is 3.136.007 ₫
4.524.655 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Royal Sonesta Chicago Downtown
Breakfast and lunch served
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1559)
"Great hotel and nice "
Canada
Anthony
The price is 2.466.437 ₫
2.895.350 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Courtyard by Marriott Chicago Magnificent Mile
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.
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Top Chicago Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Chicago?
Are you in need of a romantic getaway? Couples choose Chicago for its popular theatre 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 and your partner are looking for some relaxing time away or you're hoping to stay near top romantic sights, you can choose from 15 hotels and other accommodation options in Chicago for the ideal romantic holiday.
How many romantic hotels should we expect to find in Chicago?
Expedia has 15 romantic Chicago hotels for you to get cosy 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, take a look at these details about year-round temperatures in Chicago: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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 theatre scene, stunning architecture and top museums. A visit to Michigan Avenue, Wrigley Field or Soldier 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 go off without a hitch: 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 access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.