Find Romantic Hotels in Downtown Chicago, IL

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Check availability on Downtown Chicago Romantic Hotels

Compare Downtown Chicago Romantic Hotels 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, (3396)
"Great hotel and location."
The price is SAR 666
SAR 782 total
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1707)
"Great hotel "
The price is SAR 571
SAR 764 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1585)
"Loved the stay."
The price is SAR 1,674
SAR 1,965 total
includes taxes & fees
26 May - 27 May
Trump International Hotel & Tower Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"This is by far the nicest hotel in Chicago,"
The price is SAR 2,157
SAR 2,532 total
includes taxes & fees
26 May - 27 May
The Peninsula Chicago

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2982)
"Great hotel!"
The price is SAR 570
SAR 669 total
includes taxes & fees
11 May - 12 May
Eurostars Magnificent Mile

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1319)
"Very nice stay "
The price is SAR 844
SAR 1,101 total
includes taxes & fees
11 May - 12 May
Virgin Hotels Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1960)
"Beautiful property with a great staff and accommodations."
The price is SAR 773
SAR 1,018 total
includes taxes & fees
26 May - 27 May
Sofitel Chicago Magnificent Mile

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2105)
"Loved the location of the hotel most!!"
The price is SAR 645
SAR 867 total
includes taxes & fees
11 May - 12 May
Swissotel - Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1320)
"Great place to stay"
The price is SAR 420
SAR 493 total
includes taxes & fees
11 May - 12 May
Hampton Inn Chicago Downtown/Magnificent Mile

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2295)
"I would absolutely stay here again!"
The price is SAR 691
SAR 812 total
includes taxes & fees
26 May - 27 May
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 Art Institute of Chicago. 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 Art Institute of Chicago.
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.