Find Romantic Hotels in Downtown Chicago, IL

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Check availability on Downtown Chicago Romantic Hotels

Our top choices for Downtown Chicago romantic hotels

Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2127)
"Loved and enjoyed our stay"
United States
Luis
The price is AED 407
AED 569 total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3397)
"I always love staying at this place when I visit"
Canada
William
The price is AED 499
AED 694 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3419)
"Great Hotel!"
United States
Siranush
The price is AED 479
AED 562 total
includes taxes & fees
4 Jan - 5 January 2026
LondonHouse Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3000)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is AED 256
AED 408 total
includes taxes & fees
24 Dec - 25 Dec
Warwick Allerton - Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3136)
"Amazing and will be staying again!"
United States
Angie
The price is AED 344
AED 404 total
includes taxes & fees
8 Jan - 9 January 2026
Eurostars Magnificent Mile
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9652)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is AED 503
AED 590 total
includes taxes & fees
30 Dec - 31 Dec
Congress Plaza Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2947)
"Great location and great staff!!"
United States
lynne
The price is AED 283
AED 332 total
includes taxes & fees
11 Dec - 12 Dec
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2750)
"Great food clean room friendly staff"
United States
MARINA
The price is AED 311
AED 473 total
includes taxes & fees
6 Jan - 7 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2109)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3003)
"Very beautiful place to stay"
United States
FaithBrenda
The price is AED 419
AED 599 total
includes taxes & fees
1 Jan - 2 January 2026
Swissotel - Chicago
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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Top Downtown Chicago Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Room was very clean, and they held our luggage safe before and after check in. Will book again next time in Chicago "
Christian 3-night trip
Posted 7 hours ago
River Hotel

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Frequently asked questions

Searching for romantic hotels in Downtown Chicago?
Are you looking for a romantic getaway? Couples choose Downtown Chicago for its stunning river views and popular theater scene. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Millennium Park, Maggie Daley Park, or Grant Park. Whether you want to sip a glass of champagne or get a couples' massage, you'll be sure to find accommodation in Downtown Chicago to make for the perfect couples' getaway.
What's the best hotel for a couple going to Downtown Chicago?
Downtown Printer Row district Hotel style room is a favorite hotel for couples, and features jetted bathtubs and a fitness center.
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 Lake Michigan.
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.