Chicago 5 Stars Hotels

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Our top choices for Chicago 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is NT$13,130
NT$15,414 total
includes taxes & fees
Dec 28 - Dec 29
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1001)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is NT$12,919
NT$15,166 total
includes taxes & fees
Jan 4 - 2026/1/5
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Excellent service throughout the hotel"
United States
Karen
The price is NT$14,194
NT$16,662 total
includes taxes & fees
Dec 22 - Dec 23
The Peninsula Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1780)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is NT$8,644
NT$10,147 total
includes taxes & fees
Jan 4 - 2026/1/5
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is NT$11,880
NT$13,946 total
includes taxes & fees
Jan 11 - 2026/1/12
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is NT$11,974
NT$14,056 total
includes taxes & fees
Dec 28 - Dec 29
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is NT$9,944
NT$11,673 total
includes taxes & fees
Jan 11 - 2026/1/12
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is NT$11,583
NT$13,597 total
includes taxes & fees
Jan 2 - 2026/1/3
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is NT$13,913
NT$16,333 total
includes taxes & fees
Dec 25 - Dec 26
The St. Regis Chicago

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
Art Villa
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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.

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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 NT$3,662

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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