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
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3402)
"Great hotel and location."
The price is AED 653
AED 766 total
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1728)
"location was excellent, staff were great"
The price is AED 559
AED 748 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1599)
"Great place to stay on Chicago! "
The price is AED 1,584
AED 1,859 total
includes taxes & fees
25 May - 26 May
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, (1005)
"This is by far the nicest hotel in Chicago,"
The price is AED 2,112
AED 2,479 total
includes taxes & fees
26 May - 27 May
The Peninsula Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3013)
"Very affordable, well located boutique hotel. "
The price is AED 558
AED 655 total
includes taxes & fees
27 May - 28 May
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1326)
"Great restaurant and rooftop bar in one location!"
The price is AED 645
AED 865 total
includes taxes & fees
26 May - 27 May
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1992)
"Awesome stay!"
The price is AED 757
AED 996 total
includes taxes & fees
26 May - 27 May
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2158)
"Friendly staff and beautiful hotel."
The price is AED 632
AED 850 total
includes taxes & fees
21 May - 22 May
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1332)
"Great place to stay"
The price is AED 403
AED 473 total
includes taxes & fees
26 May - 27 May
Hampton Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2358)
"I would absolutely stay here again!"
The price is AED 657
AED 772 total
includes taxes & fees
27 May - 28 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.

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.