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

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Check availability on Chicago Luxury Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 rooftop bar with seating and a view of the city skyline at night.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
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 entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
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 2,299
AED 2,734 total
includes taxes & fees
29 Oct - 30 Oct
The St. Regis Chicago
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 swimming pool with a ceiling of lights, large windows, and potted plants.
A modern dining area with round tables, comfortable chairs, and a dessert display.

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 1,998
AED 2,376 total
includes taxes & fees
1 Nov - 2 Nov
The Langham, Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
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 bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.

4. 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 2,040
AED 2,425 total
includes taxes & fees
1 Nov - 2 Nov
Waldorf Astoria Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
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.

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 1,993
AED 2,370 total
includes taxes & fees
1 Nov - 2 Nov
Park Hyatt Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

6. 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
1 Nov - 2 Nov
Four Seasons Hotel 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 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 windows, white furniture, and a view of tall buildings.

7. 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 space with a glass ceiling, marble flooring, and contemporary furniture.
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.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.

8. 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 1,748
AED 2,079 total
includes taxes & fees
1 Nov - 2 Nov
The Ritz-Carlton, 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 offering a city view, a wooden desk with a laptop, and a small seating area.

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
1 Nov - 2 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 staircase with glass railings and pendant lighting.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.
A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.

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 1,776
AED 2,221 total
includes taxes & fees
30 Oct - 31 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
View all properties

Top Chicago Hotel Reviews

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Incredible stay & very walkable to areas of interest"
Jo 3-night trip
Posted less than an hour ago
The Godfrey Hotel Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"H"
Ernesto 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Excellent I love the place!!!!"
Jose A 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"I really enjoyed my stay"
hermon 2-night trip
Posted 2 hours ago
Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"clean room/staff/location"
Rosario 3-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room was clean, guest services and front desk staff were always friendly and helpful. I would definitely stay here again!"
Sherell 2-night trip
Posted 4 hours ago
The Royal Sonesta Chicago Downtown
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Midland hotel was clean and tidy, and the staff were accommodating, friendly, and helpful throughout our stay. We had a pleasant experience and would definitely return in the future!"
Shiyabel 1-night trip
Posted 5 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"Nice room and great location…need a restaurant and real bar-bar is sort of open…would like to see it after they really rebrand everything"
Matthew 1-night trip
Posted 20 hours ago
Sports Illustrated Resorts Chicago

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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