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, (3581)
"Very good location, friendly staff and great service."
The price is AED 465
AED 546 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, (1567)
"Elegant, lovely and historic property. "
The price is AED 512
AED 693 total
includes taxes & fees
12 Jan - 13 January 2025
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, (1482)
"The staff was very nice and helpful and the room service was great and the room was very clean "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
8 Jan - 9 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, (1004)
"Wonderful "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
1 Jan - 2 January 2025
The Peninsula Chicago
Eurostars Magnificent Mile
Room

Eurostars Magnificent Mile

4.0 star property
8.6 out of 10, Excellent, (2812)
"I liked it a lot. For the type of hotel it is, I would’ve expected a microwave to be in my room but besides that it was great "
The price is AED 344
AED 404 total
includes taxes & fees
29 Jan - 30 January 2025
Eurostars Magnificent Mile
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1257)
"Needs better selection 0n the television "
The price is AED 510
AED 706 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, (1732)
"High class comforts on a reasonable budget! Great location next to magnificent mile shopping. "
The price is AED 592
AED 802 total
includes taxes & fees
1 Jan - 2 January 2025
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Exterior

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1935)
"We had a great stay at Swissotel! The holiday decorations were beautiful, the staff was great, and the room had a wonderful view! "
The price is AED 528
AED 727 total
includes taxes & fees
8 Jan - 9 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, (1168)
"I got the room at a good price and it was very clean and comfortable. The staff was very kind and helpful."
The price is AED 286
AED 336 total
includes taxes & fees
8 Jan - 9 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, (1340)
"Everyone who worked at the property was very kind and helpful and the rooms were very clean. What was odd there were no microwave in the room and the coffee maker with some coffee maker that we had a hard time figuring out."
The price is AED 493
AED 578 total
includes taxes & fees
14 Jan - 15 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.