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Check availability on Chicago Luxury Hotels

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chicago luxury hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
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.

1. 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
1 Nov - 2 Nov
The Peninsula Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.

2. 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 2,035
AED 2,419 total
includes taxes & fees
12 Nov - 13 Nov
The St. Regis Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A swimming pool with a ceiling of lights, large windows, and potted plants.

3. 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
15 Nov - 16 Nov
The Langham, Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.
A group of people on a boat with a city skyline in the background.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

4. 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 1,928
AED 2,293 total
includes taxes & fees
15 Nov - 16 Nov
Four Seasons Hotel Chicago
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 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 woman sitting by a window with a city view, holding a cup and saucer.

5. 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 2,000
AED 2,378 total
includes taxes & fees
15 Nov - 16 Nov
Park Hyatt Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a long counter, multiple stools, and a seating area with a booth.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.
A couple dining on a balcony with a cityscape view.

6. 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 1,936
AED 2,301 total
includes taxes & fees
15 Nov - 16 Nov
Waldorf Astoria Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A modern bar area with a central bar, multiple seating options, and a large chandelier.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

7. 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 1,858
AED 2,209 total
includes taxes & fees
1 Nov - 2 Nov
The Ritz-Carlton, Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A modern hotel room with large windows, white furniture, and a view of tall buildings.

8. 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 modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A rooftop terrace with a view of a city skyline at dusk.
A modern lobby with a sofa, a coffee table, and a vase of flowers.
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 1,670
AED 2,078 total
includes taxes & fees
15 Nov - 16 Nov
Nobu Hotel Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.
A modern bar area with a central bar, seating, and a distinctive ceiling design.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

10. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
AED 1,098
AED 1,437 total
includes taxes & fees
25 Oct - 26 Oct
Fairmont Chicago at Millennium Park
View all properties

Top Chicago Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Great location, rooms were a little small for what I expected. Service was good, facilities were clean."
Matthew Edward 2-night trip
Posted 5 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location, clean rooms, great staff… and it smelled so good every time we walked into the hotel."
Ebony 3-night trip
Posted 14 hours ago
The Royal Sonesta Chicago Downtown
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 2 days ago
Fairmont Chicago at Millennium Park
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Had a great night in a great room!"
Sherron 1-night trip
Posted 2 days 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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