Find Romantic Hotels in Downtown Chicago, IL

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Pick from 120 Downtown Chicago Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3557)
"Easy accsess"
The price is SAR 466
SAR 547 total
includes taxes & fees
8 Dec - 9 Dec
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is SAR 487
SAR 665 total
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1434)
"I had to pay fomy upgrade "
The price is SAR 1,478
SAR 1,735 total
includes taxes & fees
22 Dec - 23 Dec
Trump International Hotel & Tower Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is SAR 1,971
SAR 2,314 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2753)
"Great stay right in the heart of the city. "
The price is SAR 439
SAR 516 total
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1228)
"Staff was great! From the valet, front desk, cleaning crew and restaurant staff. We had a mini getaway for the bears game and this was perfect. "
The price is SAR 591
SAR 821 total
includes taxes & fees
25 Nov - 26 Nov
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1663)
"The hotel was very nice. The area was safe with many places to shop. It rained on one of the days we were here and the hotel provided us with umbrellas. Loved !!!!!"
The price is SAR 639
SAR 860 total
includes taxes & fees
27 Nov - 28 Nov
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
" This hotel exceeded all my expectations! The location was perfect, with easy access to attractions, restaurants, and shopping. The room was clean, comfortable, and had amazing city views. The staff were friendly and attentive, making the stay even better. Great amenities, especially the bar! I’d definitely stay here again."
The price is SAR 597
SAR 811 total
includes taxes & fees
24 Nov - 25 Nov
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
8.2 out of 10, Very Good, (1152)
"Great value, but not the fanciest place on the block. The breakfast was good. Everything was very clean. Great location."
The price is SAR 339
SAR 398 total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (1045)
"Staff was friendly, room was clean, offered loaner umbrella during the rain. "
The price is SAR 571
SAR 670 total
includes taxes & fees
22 Dec - 23 Dec
L7 Chicago by LOTTE
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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Frequently asked questions

Searching for romantic hotels in Downtown Chicago?
Are you in need of a romantic escape? Our guests also love Downtown Chicago for its stunning architecture, top museums, and popular theater scene. You might consider checking out some of the nearby sights and attractions such as Michigan Avenue, Navy Pier, or Millennium Park. If you’re interested in staying close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you’ll be able to see everything on your list.
How many romantic hotels should we expect to find in Downtown Chicago?
Expedia has 18 romantic Downtown Chicago hotels for you to get cozy in.
When is the best time to visit Downtown Chicago?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What is there to do in Downtown Chicago?
There’s nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Downtown Chicago. If you’re hoping to experience some of the local culture, you’ll love Downtown Chicago for its stunning architecture, top museums, and popular theater scene. You might think about visiting Michigan Avenue, Navy Pier, or Millennium Park.
What's the best way to get to Downtown Chicago and around town during my romantic getaway?
This information about transportation options in Downtown Chicago might help your romantic trip go off without a hitch: If you’re looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 8.9 mi (14.3 km) away. Nearby metro stations include State Station, Clark-Lake Station, and Lake Station.