A busy city street with tall buildings, a bus, and cars.

Find Romantic Hotels in Downtown Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Romantic Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Downtown Chicago romantic hotels

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (987 reviews)
"Great stay"
United States
Ricardo
Kasa Magnificent Mile Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,631 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is S$274
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,087 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is S$176
includes taxes & fees
10 Nov - 11 Nov
Congress Plaza Hotel
A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,639 reviews)
"Clean room and great location for our trip"
United States
Kevin
The price is S$188
includes taxes & fees
2 Dec - 3 Dec
The Chicago Hotel Collection Ambassador Gold Coast
A river with buildings on both sides, a bridge, and a pedestrian walkway.

5. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,586 reviews)
"The hotel was in a great location."
United States
Shelby
The price is S$181
includes taxes & fees
23 Nov - 24 Nov
River Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,047 reviews)
"Great place to stay"
United States
Melissa
The price is S$180
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago/Magnificent Mile Suites
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,153 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is S$220
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,978 reviews)
"Nice rooms and great location"
United States
Gabriela
The price is S$219
includes taxes & fees
22 Nov - 23 Nov
Eurostars Magnificent Mile
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,516 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is S$159
includes taxes & fees
3 Nov - 4 Nov
The Chicago Hotel Collection - Magnificent Mile
A cityscape with modern high-rise buildings, a river, and a boat.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,503 reviews)
"Wonderful will stay again"
United States
Kristee
The price is S$281
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago
Lobby

11. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,981 reviews)
"Great hotel"
United States
Kiera
The price is S$234
includes taxes & fees
22 Nov - 23 Nov
The Allegro Royal Sonesta Hotel Chicago Loop
A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

12. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,510 reviews)
"Awesome place"
United States
carol
The price is S$202
includes taxes & fees
27 Nov - 28 Nov
Hilton Chicago
A cityscape with tall buildings, a river, and a bridge.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,671 reviews)
"Clean room and great staff."
United States
Derrick K
The price is S$245
includes taxes & fees
23 Nov - 24 Nov
The Royal Sonesta Chicago Downtown
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

14. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,986 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is S$192
includes taxes & fees
22 Nov - 23 Nov
Embassy Suites by Hilton Chicago Downtown River North
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

15. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,891 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is S$256
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

16. Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,372 reviews)
"Location was convenient, staff was very helpful. I had a great experience, would stay here again."
United States
Rosemary
The price is S$166
includes taxes & fees
24 Nov - 25 Nov
Freehand Chicago
The Intercontinental hotel facade with a large American flag and a floral display.

17. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,418 reviews)
"Excellent location, lots of shops and restaurants nearby and walking distance to many sights."
Canada
Faye
The price is S$341
includes taxes & fees
22 Nov - 23 Nov
InterContinental Chicago Magnificent Mile by IHG
A modern building with a colorful facade and a red circular seating area.

18. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,356 reviews)
"Great hotel"
United States
Kristopher Joel
The price is S$176
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

19. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,659 reviews)
"À really nice location."
United States
Adolfo
The price is S$176
includes taxes & fees
22 Nov - 23 Nov
Club Quarters Hotel, Central Loop, Chicago
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

20. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,584 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is S$154
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
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.
View all properties

Top Downtown Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The staff at the concierge were very knowledgeable and helpful day 1 until 4, On my second night, oct 29th, except for the lady staff who was in the lobby bar, she was not accommodating and just giving us a negative answer when we are asking if there if coffee is included in the drinks voucher, she did not even us told us that there was Keurig coffee maker an the right side corner, she is the only one that"
melisa 4-night trip
Posted 6 hours ago
The Chicago Hotel Collection - Magnificent Mile

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 theatre scene. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Millennium Park, Grant Park or Maggie Daley 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 a relaxing weekend away.
What is there to do in Downtown Chicago?
There's nothing better than wandering around 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 theatre scene. You might think about visiting Navy Pier, Michigan Avenue 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 get off to a smooth start: If you're looking to fly in, the closest major airport is iChicago Midway Airport (MDW), located 8.9 mi (14.3 km) away. Nearby metro stations include State Station, Clark-Lake Station and Lake Station.

Explore a world of travel with Expedia