Find Romantic Hotels in Chicago from S$176

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Top Romantic Hotels in Chicago

The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1005)
"We had an outstanding experience and stay! They reached out prior to our arrival and asked if they could pre-arrange anything and what time we were arriving. We said we’re celebrating our anniversary and will arrive at noon. Upon check-in at noon, our room was ready and they upgraded us! When we returned to our room later that day we were greeted with champagne and chocolate covered strawberries. A very thoughtful and unexpected surprise we greatly appreciated. Accommodations, pool and spa are...
The price is S$833
includes taxes & fees
23 May - 24 May
The Peninsula Chicago
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 S$332
includes taxes & fees
27 May - 28 May
L7 Chicago by LOTTE
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3505)
"Location, location, location!!"
The price is S$323
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1186)
"It was great! Perfect service, room was clean and beautiful! There was a hole in the wall though and a few dents near the chair. But it was still great and we loved it! We will definitely be back! "
The price is S$589
includes taxes & fees
23 May - 24 May
Trump International Hotel & Tower Chicago
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1007)
"This hotel is top notch! The most comfortable bed, linens and pillows ever….they have thought of everything, including little things like the time is displayed in red light letters on the ceiling during the night, near the bed! We enjoyed the restaurant for breakfast and the rooftop bar was so fun for drinks and small plates…the views were wonderful! Our room was spotless and every staff person we came across was friendly, professional and very helpful! We had a fabulous two night stay and would...
The price is S$413
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1367)
"Sofitel is our favorite Chicago hotel. Great service, amazing rooms and perfectly placed among our favorite shops and restaurants. The food at Le Bar and the restaurant are excellent. Also, they have the MLB channel, so if you're in town for a Cubs game, you can start your morning with baseball and wind down your night with baseball."
The price is S$367
includes taxes & fees
27 May - 28 May
Sofitel Chicago Magnificent Mile
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1926)
"All around great location and stay"
The price is S$371
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
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 S$347
includes taxes & fees
12 May - 13 May
Swissotel - Chicago
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1005)
"A little small. And doesn’t state that there will be a security deposit on Expedia. "
The price is S$176
includes taxes & fees
14 May - 15 May
The Champagne Lodge & Luxury Suites
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1913)
"Should definitely invest in automatic doors at the front! Also did not get any help with carrying our bags. The valet kind of helped but it was awkward with the front heavy doors. The staff overall were really nice and welcoming."
The price is S$286
includes taxes & fees
12 May - 13 May
Eurostars Magnificent Mile
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Chicago Romantic Hotels information

 

Romantic Hotels in Chicago

289

Highest price
S$833
Cheapest price
S$176
Number of guest reviews
15,242
Total number of hotels in Chicago
5,011

 

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.

Recent Reviews in Chicago
Expedia verified reviews