A cityscape with a river, high-rise buildings, and a bridge.

Oak Lawn 5 Stars Hotels

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Check availability on Oak Lawn 5 Star Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Oak Lawn 5-star hotels

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 couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Edda
HK$4,120
HK$4,898 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.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Mark
HK$3,619
HK$4,303 total
includes taxes & fees
1 Nov - 2 Nov
Trump International Hotel & Tower 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 modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
HK$4,206
HK$5,000 total
includes taxes & fees
1 Nov - 2 Nov
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.
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.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Levi
HK$4,904
HK$5,831 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 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.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Luis
HK$4,340
HK$5,160 total
includes taxes & fees
1 Nov - 2 Nov
Waldorf Astoria Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.
A rooftop terrace with a view of a city skyline at dusk.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
United States
Abhay
HK$3,568
HK$4,439 total
includes taxes & fees
1 Nov - 2 Nov
Nobu Hotel 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 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.

7. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
HK$4,202
HK$4,996 total
includes taxes & fees
1 Nov - 2 Nov
Park Hyatt 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
United States
Fred
HK$3,735
HK$4,441 total
includes taxes & fees
1 Nov - 2 Nov
The Ritz-Carlton, 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 dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
HK$4,912
HK$5,840 total
includes taxes & fees
29 Oct - 30 Oct
The St. Regis Chicago
A rooftop lounge with a city skyline view, featuring a sofa set with patterned cushions and a table with drinks and snacks.
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island with bar stools.
A living room with a fireplace, a mounted TV displaying Netflix content, and a staircase leading to another level.
A spacious lounge area with multiple seating options, including sofas and chairs, and a bar area with shelves of bottles and glasses.

10. Art Villa

Art Villa
West Town
Art Villa
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HK$1,436
HK$1,707 total
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (1,026 reviews)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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Learn more about Oak Lawn

Lace up your trainers for a sporty adventure, from cheering at Soldier Field to exploring the Children's Museum of Oak Lawn. After working up an appetite, head to Chicago Ridge Shopping Mall for a bite and some retail therapy.

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A calm lake with reflections of trees and a sunset sky.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Oak Lawn?
How much you pay for a 5-star hotel in Oak Lawn depends on things such as when you want to go and the length of your stay. A top tip for landing the best deal? Use our pricing filters to compare all of the available hotels for your selected dates.
  • Search for the lowest price per night from HK$1,334
What makes a hotel 5 stars in Oak Lawn?
In Oak Lawn, a hotel must offer a specific amount of upscale amenities to earn 5 stars. These may include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their guest-focused service. You can expect things like nightly turn-down services, concierge services and in-room massages. Some may also offer thoughtful touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Oak Lawn?
Our handy filters are the best way to find exactly what you're looking for. Select "5-star" and "All inclusive" to show the most luxurious resorts in Oak Lawn where your meals, accommodation, activities and entertainment are included in the upfront price. At these stays, your holiday is pure indulgence from the moment you step foot in the lobby.

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