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

Chicago 5 Stars Hotels

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Check availability on Chicago 5 Star Hotels

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Sep 30 - Oct 1
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Oct 1 - Oct 2
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Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chicago 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
Teresa
P33,168
P39,434 total
includes taxes & fees
Nov 1 - Nov 2
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 high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Mark
P28,866
P34,319 total
includes taxes & fees
Nov 1 - Nov 2
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 spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
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
P35,672
P42,410 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 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.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Levi
P39,114
P46,502 total
includes taxes & fees
Nov 1 - Nov 2
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A couple dining on a balcony with a cityscape view.
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.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Luis
P34,654
P41,201 total
includes taxes & fees
Nov 1 - Nov 2
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 offering a city view, a wooden desk with a laptop, and a small seating area.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.
A modern lobby with a sofa, a coffee table, and a vase of flowers.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
United States
Abhay
P27,500
P34,259 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 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 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
P34,398
P40,896 total
includes taxes & fees
Nov 1 - Nov 2
Park Hyatt 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 rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.

8. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Fred
P29,824
P35,458 total
includes taxes & fees
Nov 1 - Nov 2
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 modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
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
P39,223
P46,632 total
includes taxes & fees
Oct 29 - Oct 30
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 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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Explore similar 4-star hotels

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

River Hotel

75 East Wacker Drive Chicago IL
P10,464
P12,440 total
Nov 1 - Nov 2
includes taxes & fees
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
P8,947
P10,637 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very Good! (2,385 reviews)
The Chicago Hotel Collection Ambassador Gold Coast
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
P12,454
P14,806 total
Oct 2 - Oct 3
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago
A river with a yellow boat, surrounded by tall buildings and a bridge.

Top Chicago Hotel Reviews

Find out more about Chicago

Stay in Luxury: 5 Star Hotels in Chicago

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during yourย Chicago trip.ย You'll join the multitudes of holidaymakers who have made Chicago so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Chicago and indulge in the finer things in life for a while.

5-Star Hotels in Chicago

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.ย 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chicago are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Chicago 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Chicago! Choose one of our Chicago 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

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Frequently asked questions

What are the best 5-star hotels in Chicago?
Based on Expedia guest reviews, The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago are among the best 5-star hotels in Chicago. Providing top-quality amenities and unmatchable service, you'll enjoy an indulgent and memorable stay.
How much does it cost to stay in a 5-star hotel in Chicago?
You'll find many different pricing options for a 5-star hotel in Chicago on Expedia. The amount you pay will depend on your vacation dates, length of stay and other factors. Compare all of the available accommodations for your chosen dates and use our pricing and other filters to discover the perfect luxury stay.
  • Search for the lowest price per night from P10,637
What makes a hotel 5 stars in Chicago?
Flawless guest service characterizes every 5-star hotel in Chicago. From the minute you arrive, staff are at your beck and call, whether arranging customized tours or providing in-room massage treatments. What's more, hotels must offer upscale conveniences to qualify for a 5-star rating. These can include luxury bathrobes, a wellness center, swimming pools, gourmet kitchens and knowledgeable concierge.

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