Find Romantic Hotels in Downtown Chicago, IL

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Compare Downtown Chicago Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

LondonHouse Chicago, Curio Collection by Hilton
Exterior

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3557)
"Fantastic, staff were impeccable. The location was perfect for all of the main things downtown Chicago has to offer. "
The price is SAR 476
SAR 559 total
includes taxes & fees
19 Jan - 20 January 2025
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Exterior

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1531)
"This was a perfect location to see the Christmas sites and to visit the stores on State Street."
The price is SAR 521
SAR 706 total
includes taxes & fees
29 Dec - 30 Dec
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Banquet hall

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1461)
"I chose a river view room and it was a spectacular view from the 26th floor. The location was convenient for my Chicago plans for dining and sightseeing. Very professional and courteous front desk staff. "
The price is SAR 1,197
SAR 1,406 total
includes taxes & fees
2 Jan - 3 January 2025
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is SAR 1,784
SAR 2,095 total
includes taxes & fees
5 Jan - 6 January 2025
The Peninsula Chicago
Eurostars Magnificent Mile
Room

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2794)
" Staff was attentive and friendly. Highly recommend. "
The price is SAR 352
SAR 413 total
includes taxes & fees
20 Jan - 21 January 2025
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1247)
"Upgraded to a suite upon checkin! Incredible room!!"
The price is SAR 522
SAR 723 total
includes taxes & fees
2 Jan - 3 January 2025
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1707)
"Beautiful property and excellent service "
The price is SAR 605
SAR 821 total
includes taxes & fees
24 Dec - 25 Dec
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Exterior

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1926)
"Great place to stay!"
The price is SAR 540
SAR 744 total
includes taxes & fees
6 Jan - 7 January 2025
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1161)
"Excellent location downtown Chicago! "
The price is SAR 293
SAR 344 total
includes taxes & fees
2 Jan - 3 January 2025
Hampton Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE
View from room

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1261)
"Great stay"
The price is SAR 504
SAR 591 total
includes taxes & fees
5 Jan - 6 January 2025
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, Millennium Park, or Navy Pier. 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, Millennium Park, or Navy Pier.
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.