A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check availability on Chicago Luxury Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Chicago luxury hotels

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

1. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
  • Indulge in refined riverside luxury at this Chicago hotel with deep-soaking tubs, a seven-treatment-room spa, and exceptional service.
AED 1,917
AED 2,280 total
includes taxes & fees
22 Nov - 23 Nov
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A rooftop bar with seating and a view of the city skyline at night.
A modern bar area with a checkered floor, bar stools, and a bartender.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

2. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
  • Unwind in Chicago's premier luxury hotel with a full-service spa, indoor pool, and 2 exquisite restaurants in a prime location.
AED 2,296
AED 2,729 total
includes taxes & fees
15 Nov - 16 Nov
The Peninsula Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.
A group of people on a boat with a city skyline in the background.

3. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
  • Indulge in sophisticated luxury at this five-star Chicago retreat with a full-service spa, heated indoor pool, and newly renovated spaces.
AED 1,818
AED 2,162 total
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Hotel Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A cityscape with a river, a bridge, and a dining area with tables and chairs.

4. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
  • Immerse in riverside elegance at this 5-star Chicago hotel offering deep-soaking tubs, pillowtop beds, and full-service spa indulgence.
AED 1,694
AED 2,014 total
includes taxes & fees
1 Nov - 2 Nov
Trump International Hotel & Tower Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.
A bar area with a long counter, multiple stools, and a seating area with a booth.
A couple dining on a balcony with a cityscape view.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
  • Indulge in urban sophistication at this 5-star Chicago retreat, where spa treatments, poolside relaxation, and Art Deco elegance await.
AED 1,795
AED 2,134 total
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Chicago
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.
A modern bar area with a central bar, multiple seating options, and a large chandelier.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
  • Downtown Chicago luxury at the Ritz-Carlton offers spa, pool, and Italian steakhouse near Michigan Avenue.
AED 1,419
AED 1,687 total
includes taxes & fees
24 Nov - 25 Nov
The Ritz-Carlton, Chicago
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.

7. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
  • Downtown Chicago's newest luxury icon offers indulgent spa treatments, fine dining, and poolside relaxation steps from Millennium Park.
AED 1,969
AED 2,341 total
includes taxes & fees
22 Nov - 23 Nov
The St. Regis Chicago
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A couple dining at a table with a view of a cityscape and a sunset.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

8. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
  • Indulge in sophisticated luxury at this Art Deco hotel featuring a full-service spa, indoor pool, and al fresco dining in Downtown Chicago.
AED 1,702
AED 2,024 total
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A modern lobby with a sofa, a coffee table, and a vase of flowers.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.

9. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
  • Indulgent Chicago escape featuring upscale dining, indoor pool, and a tranquil steam room in the heart of downtown's vibrant atmosphere.
AED 1,166
AED 1,478 total
includes taxes & fees
26 Nov - 27 Nov
Nobu Hotel Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern hotel lobby with a reception desk, seating area, staircase, and large windows.
A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.

10. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
  • The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
AED 1,027
AED 1,330 total
includes taxes & fees
22 Nov - 23 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
View all properties

Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Really great hotel, everything well put together and organized"
nana 2-night trip
Posted less than an hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great location and staff was helpful. Rooms were shabby and need some work."
Joseph 2-night trip
Posted less than an hour ago
Congress Plaza Hotel
The Wade

The Wade

10/10 Excellent
"The view was 100/10 everything else was a 8/10"
Victor 2-night trip
Posted 1 hour ago
The Wade
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Love it . Perfect location. Modern and clean ."
maggie 3-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Very nice, accommodating, and gave me an upgrade for my bday! Will be coming back!"
Zoe 1-night trip
Posted 3 hours ago
Eurostars Magnificent Mile
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"Great hotel in a great location. Highly recommended"
Elio 2-night trip
Posted 3 hours ago
LondonHouse Chicago, Curio Collection by Hilton
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Great spot!"
Sean 3-night trip
Posted 4 hours ago
Sports Illustrated Resorts Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Safe for solo travelers. Good vibes, great"
Tijera 2-night trip
Posted 5 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Very nice affordable place to stay !!!"
Jeff 2-night trip
Posted 6 hours ago
Hotel Saint Clair- Magnificent Mile

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare Intl. Airport (ORD) Airport, and then treat yourself to a stay at one of 42 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Soldier Field and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
The Godfrey Hotel Chicago is a luxury hotel with a full-service spa and a rooftop terrace, and it's a popular choice for Expedia travelers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and LondonHouse Chicago, Curio Collection by Hilton are other upscale choices for your stay.
How many luxury hotels should I expect to find in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia's 42 luxury hotels.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Soldier Field, Navy Pier, and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Michigan Avenue and United Center.
How can I get around Chicago?
It's easier to get around town comfortably when you know your options. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

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