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Check availability on Chicago Romantic Hotels

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

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, (3246)
"Overall it was a great place to stay."
United States
Edward
The price is ฿3,273
฿3,843 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
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, (2218)
"Room was spotless…staff was great!"
United States
Tamika
The price is ฿3,314
฿4,992 total
includes taxes & fees
24 Nov - 25 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2885)
"Clean room and loved the atmosphere"
United States
Madison
The price is ฿3,157
฿3,705 total
includes taxes & fees
26 Nov - 27 Nov
Aloft Chicago Mag Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3383)
"Great locations, room was spacious with everything we needed. Hotel has a great breakfast too."
United States
judith
The price is ฿4,660
฿6,420 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Regency Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2956)
"It was perfect location and relatively clean "
United States
Jaqueline
The price is ฿2,460
฿3,837 total
includes taxes & fees
23 Nov - 24 Nov
Warwick Allerton - Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3089)
"Awesome location and excellent service, the staff was great!"
United States
Salvador
The price is ฿3,831
฿4,497 total
includes taxes & fees
13 Nov - 14 Nov
Eurostars Magnificent Mile
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5214)
"We enjoyed our stay, great location for walking around downtown. "
United States
Tami
The price is ฿3,495
฿4,103 total
includes taxes & fees
8 Dec - 9 Dec
Embassy Suites by Hilton Chicago Downtown River North
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, (1543)
"Very nice and clean hotel in a great location. "
United States
Michelle
The price is ฿3,163
฿3,714 total
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott Chicago Magnificent Mile
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2930)
"Nice hotel great location "
United States
willaim
The price is ฿3,936
฿5,570 total
includes taxes & fees
23 Nov - 24 Nov
Swissotel - Chicago
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2227)
"The staff were amazing The room was stunning The location was perfect I will come back"
Canada
Triona
The price is ฿3,301
฿4,911 total
includes taxes & fees
10 Dec - 11 Dec
The Royal Sonesta Chicago River North
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

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"The staff was very polite and patient with all of the questions that I had. The room was clean and cozy. I enjoyed staying at this historic hotel and would definitely stay here again. "
Michael 1-night trip
Posted 1 day ago
The Whitehall Hotel, BW Premier Collection

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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, 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 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.