Find 5 Star Hotels in Chicago, IL from ￥25,634

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Check availability on Chicago 5 Star Hotels

Tonight
Jul 25 - Jul 26
Tomorrow
Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Compare Chicago 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1667)
"Great hotel "
The price is ￥68,648
￥80,585 total
includes taxes & fees
Aug 17 - Aug 18
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Stylish hotel building with a unique architectural design, set amidst a vibrant urban landscape.

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"Excellent very clean Quiet great location"
The price is ￥91,531
￥107,449 total
includes taxes & fees
Aug 17 - Aug 18
The Peninsula Chicago
The Langham, Chicago
Relax in our spacious lobby with a central seating area, reception desk, and stunning city views.

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is ￥79,632
￥93,480 total
includes taxes & fees
Aug 17 - Aug 18
The Langham, Chicago
Four Seasons Hotel Chicago
Experience the grandeur of our lobby, featuring a grand staircase and elegant floral arrangements.

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"great hotel and close to all the activite"
The price is ￥78,682
￥92,364 total
includes taxes & fees
Aug 24 - Aug 25
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Relax by the pool with steps leading into the water and comfortable seating.

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (700)
"Beautiful, staffed with great people."
The price is ￥69,880
￥82,033 total
includes taxes & fees
Jul 27 - Jul 28
Nobu Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"The room service and overall staff at this property is excellent "
The price is ￥79,046
￥92,792 total
includes taxes & fees
Aug 17 - Aug 18
Waldorf Astoria Chicago
Park Hyatt Chicago
Enjoy dining on the rooftop with a city view.

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1003)
"It's a beautiful and comfortable hotel."
The price is ￥81,060
￥95,157 total
includes taxes & fees
Aug 18 - Aug 19
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Relax in the contemporary lobby with a central bar area, featuring a geometric patterned floor and comfortable seating.

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1005)
"Beautiful place "
The price is ￥70,005
￥82,178 total
includes taxes & fees
Aug 24 - Aug 25
The Ritz-Carlton, Chicago
The St. Regis Chicago
Enjoy a sophisticated dining experience with unobstructed views of the city.

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
The price is ￥87,724
￥102,980 total
includes taxes & fees
Aug 17 - Aug 18
The St. Regis Chicago
Art Villa
Experience the city's vibrant skyline with breathtaking views from a rooftop.

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥65,903
￥124,812 total
includes taxes & fees
Aug 20 - Aug 21
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.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL
The price is ￥35,885 per night from Aug 22 to Aug 23
￥35,885
￥46,830 total
Aug 22 - Aug 23
includes taxes & fees
9/10 Wonderful! (2,098 reviews)
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Chicago and related destinations

Watch a baseball game at Wrigley Field, snap photos of your reflection in Cloud Gate and explore the Windy city’s fascinating museums.

See all hotels in Chicago

Top Chicago Hotel Reviews

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 ￥25,634

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.