Search Romantic Hotels in Chicago

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Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
This weekend
May 10 - May 12

Top Chicago Romantic Hotels

Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1005)
"The Peninsula has become the only hotel I consider in Chicago. Whether I’m visiting for business or pleasure, the experience is regularly, reliably exemplary. Luxurious, scrupulously clean, quiet, secure, top-notch service and amenities … I cannot recommend it highly enough."
The price is ₹43,843
₹51,471 total
includes taxes & fees
23 May - 24 May
The Peninsula Chicago
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1003)
"The rooms were very spacious and clean. It was a short walk to Millennium park as well as Magnificent mile. The lobby and restaurant were under construction but looked like a great space once done. "
The price is ₹17,454
₹20,492 total
includes taxes & fees
27 May - 28 May
L7 Chicago by LOTTE
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3505)
"The view of the river and surrounding buildings was spectacular. "
The price is ₹16,965
₹19,917 total
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1186)
"Very spacious and nice suite. Terrace 16th has amazing view."
The price is ₹31,003
₹36,398 total
includes taxes & fees
23 May - 24 May
Trump International Hotel & Tower Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1007)
"The front desk staff was very nice and helpful. Easy to get to trains or just walk to where you wanted to go."
The price is ₹19,625
₹25,491 total
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1367)
"Everything was Amazing! No complaints at all "
The price is ₹17,211
₹22,657 total
includes taxes & fees
27 May - 28 May
Sofitel Chicago Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1925)
"Great customer service, very attentive and friendly. Room was comfortable/clean and location was great! "
The price is ₹17,374
₹22,903 total
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
Front of property – evening/night
Swissotel - Chicago
4.5 star property
8.6 out of 10, Excellent, (1971)
"It’s located in a very convenient and quiet area of downtown."
The price is ₹16,460
₹21,412 total
includes taxes & fees
11 May - 12 May
Swissotel - Chicago
Room, 1 King Bed | Premium bedding, desk, iron/ironing board, free WiFi
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1005)
"Beautiful "
The price is ₹8,267
₹10,851 total
includes taxes & fees
13 May - 14 May
The Champagne Lodge & Luxury Suites
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1912)
"I was able to check in early which was great after an early flight. Staff was friendly."
The price is ₹15,032
₹17,647 total
includes taxes & fees
12 May - 13 May
Eurostars Magnificent Mile
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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 want to soak in a spa tub or enjoy a candlelit dinner, there are 2 hotels and other accommodation options in Chicago.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking.
How many romantic hotels should we expect to find in Chicago?
Expedia has 72 romantic Chicago hotels for you to get cosy in.
#### When is the Best Time to Visit Chicago?\n
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 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 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.