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

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Check availability on Chicago Luxury Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 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 spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

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 black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
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.

2. 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 2,032
AED 2,415 total
includes taxes & fees
1 Nov - 2 Nov
Waldorf Astoria Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
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.

3. 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 couple dining at a table with a view of a cityscape and a sunset.
A woman sitting by a window with a city view, holding a cup and saucer.
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 modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

4. 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 2,016
AED 2,397 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 group of people on a boat with a city skyline in the background.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.

5. 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 1,947
AED 2,314 total
includes taxes & fees
1 Nov - 2 Nov
Four Seasons Hotel Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
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.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

6. 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 2,094
AED 2,489 total
includes taxes & fees
25 Oct - 26 Oct
The Langham, 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 pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

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 rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.
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.

8. 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 1,686
AED 2,114 total
includes taxes & fees
2 Oct - 3 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
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 modern bar area with a central bar, multiple seating options, and a large chandelier.

9. 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 lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.
A modern interior with wooden shelves, a fireplace, and a round mirror.
A modern building with large glass windows and a sign reading "Thompson Chicago".
A spacious indoor area with a high ceiling, a dining area with tables and chairs, and a seating area with sofas and armchairs.

10. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
  • Lavish downtown retreat offers pillowtop beds, rainfall showers, and two stylish bars in Chicago's heart.
AED 1,179
AED 1,510 total
includes taxes & fees
1 Nov - 2 Nov
Thompson Chicago, by Hyatt
View all properties

Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."
Erica 4-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Staff was very helpful"
Bryce 1-night trip
Posted 7 hours ago
Hotel Saint Clair- Magnificent Mile
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"I liked the location and staff"
Murray 1-night trip
Posted 8 hours ago
Central Loop Hotel
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Convenient location walk to anything you might need, restaurants, shopping, Room was so nice and comfortable"
Jenessa 1-night trip
Posted 10 hours ago
Hilton Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"If I could give more than 5 stars I would. The staff was amazing and extremely accommodating and flexible. The rooms were gorgeous and the hotel was beautiful."
Afra 1-night trip
Posted 18 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Traveling cross country and stayed at several hotel. This one was on point, from entering the hotel, smelling clean, the staff checking in was great, and the room was clean. I had an awesome stay."
Jose 2-night trip
Posted 2 days ago
Hampton Inn Chicago Downtown/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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