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.

Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1009)
"Beautiful hotel and great service. Would definitely stay again!"
The price is SAR 1,969
SAR 2,246 total
includes taxes & fees
26 Jum. I - 27 Jum. I
The Peninsula Chicago
Front of property
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Great place in the middle of everything. Loved the window seat, the filtered tap water in the bathroom and the very generous-sized complimentary pastries and tea/coffee for breakfast. Hotel restaurant is still under construction, but there are a ton of restaurants within walking distance so not a problem at all. Valet parking has in/out privileges. Staff very friendly, helpful and responsive. "
The price is SAR 746
SAR 858 total
includes taxes & fees
27 Jum. I - 28 Jum. I
L7 Chicago by LOTTE
Lobby lounge
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
9.4 out of 10, Exceptional, (1003)
"Very nice, clean, large rooms. Well-appointed. Hotel lobby very welcoming. Looked like a lovely outdoor dining patio, though I didn’t eat there. "
The price is SAR 1,121
SAR 1,410 total
includes taxes & fees
14 Jum. II - 15 Jum. II
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3524)
"Great hotel with a great staff, the lobby bar is relaxing and the rooftop bar is great as well."
The price is SAR 739
SAR 852 total
includes taxes & fees
27 Jum. I - 28 Jum. I
LondonHouse Chicago, Curio Collection by Hilton
Banquet hall
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1202)
"Great view and environment "
The price is SAR 1,617
SAR 1,899 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Trump International Hotel & Tower Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is SAR 881
SAR 1,135 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Virgin Hotels Chicago
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.2 out of 10, Wonderful, (1384)
"Excellent location, friendly staff and the concierge was awesome at helping us get around during our short stay."
The price is SAR 672
SAR 886 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Sofitel Chicago Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1927)
"Great stay "
The price is SAR 746
SAR 974 total
includes taxes & fees
27 Jum. I - 28 Jum. I
The Royal Sonesta Chicago Downtown
Lobby
Ambassador Chicago, part of JdV by Hyatt
4.0 star property
8.8 out of 10, Excellent, (1006)
"we had a wonderful stay. the Ambassador Chicago is in a great neighborhood, with lots of restaurants and shopping close by. The hotel is an older building in good shape. we had some sticky wood doors in our room, but it is well maintained. the bed was very comfortable!"
The price is SAR 671
SAR 852 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Ambassador Chicago, part of JdV by Hyatt
Exterior
Swissotel - Chicago
4.5 star property
8.6 out of 10, Excellent, (1953)
"location and the view "
The price is SAR 705
SAR 901 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Swissotel - Chicago
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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 Navy Pier, Millennium Park, or Michigan Avenue. 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 Navy Pier, Millennium Park, or Michigan Avenue.
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.

Recent reviews of Downtown Chicago hotels
Expedia verified reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

5/5 Excellent
"The hotel was super clean! The staff was amazing. Definitely will stay there again "
A verified traveler stayed at Hotel Felix River North/Magnificent Mile
Posted 10 hours ago
Hotel Felix River North/Magnificent Mile