A cityscape with tall buildings, a river, and a bridge at dusk.

Oak Park 5 Stars Hotels

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Check availability on Oak Park 5 Star Hotels

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Oak Park 5-star hotels

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 modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Teresa
NT$19,511
NT$23,197 total
includes taxes & fees
Oct 4 - Oct 5
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 modern hotel room with large windows, white furniture, and a view of tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Jorge
NT$16,537
NT$19,661 total
includes taxes & fees
Oct 4 - Oct 5
Trump International Hotel & Tower 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 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.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
NT$19,384
NT$23,046 total
includes taxes & fees
Oct 25 - Oct 26
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A modern bar area with a checkered floor, bar stools, and a bartender.
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.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Levi
NT$21,415
NT$25,460 total
includes taxes & fees
Oct 4 - Oct 5
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.
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
United States
Luis
NT$22,028
NT$26,191 total
includes taxes & fees
Oct 25 - Oct 26
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 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 rooftop terrace with a view of a city skyline at dusk.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
United States
Abhay
NT$13,987
NT$17,425 total
includes taxes & fees
Oct 25 - Oct 26
Nobu Hotel 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.

7. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
NT$21,415
NT$25,460 total
includes taxes & fees
Oct 18 - Oct 19
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 rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

8. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Fred
NT$15,915
NT$18,921 total
includes taxes & fees
Oct 25 - Oct 26
The Ritz-Carlton, Chicago
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.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
NT$21,071
NT$25,052 total
includes taxes & fees
Oct 25 - Oct 26
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 coastal city skyline with modern high-rise buildings, a beach, and a clear blue sky.
A living room with a fireplace, a mounted TV displaying Netflix content, and a staircase leading to another level.
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island with bar stools.

10. Art Villa

Art Villa
West Town
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oak Park.
River Hotel

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NT$5,388
NT$6,405 total
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includes taxes & fees
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The Chicago Hotel Collection Ambassador Gold Coast

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THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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NT$5,061
NT$6,017 total
Sep 27 - Sep 28
includes taxes & fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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Learn more about Oak Park

Frank Lloyd Wright's stunning homes and Ernest Hemingway's birthplace draw architecture and literary fans to this historic suburb. Explore the Wright Home and Studio tour, then stroll tree-lined neighborhoods where Prairie School buildings showcase revolutionary American design.

See all hotels in Oak Park
A church interior with a high ceiling, stained glass windows, and wooden pews.

Top Oak Park Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Oak Park?
Nobu Hotel Chicago, The Langham, Chicago and Waldorf Astoria Chicago are some of the best 5-star hotels in Oak Park, according to our guest reviews. These upscale hotels rate highly for things such as their conveniences, location and service standards. Pick your favorite and enjoy the best of it all.
How much does it cost to stay in a 5-star hotel in Oak Park?
How much you pay for a 5-star hotel in Oak Park can vary depending on the time of year you travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best rate on a high-end getaway.
  • Search for the lowest price per night from NT$6,017
What makes a hotel 5 stars in Oak Park?
Faultless guest service is integral to every 5-star hotel in Oak Park. From the instant you arrive, staff ensure your every need is met, whether arranging customized tours or providing in-room massage treatments. Additionally, hotels must feature top-rate conveniences to be entitled to a 5-star rating. These can include luxury bathrooms, saunas or spas, swimming pools, fine dining restaurants and knowledgeable concierge.

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