Find 5 Star Hotels in Chicago, IL from $108

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

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
$440 nightly
The price is $517
Dec 7 - Dec 8
Total with taxes and fees
Four Seasons Hotel Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Spa ,pool are awesome "
United States
jared
$457 nightly
The price is $536
Dec 11 - Dec 12
Total with taxes and fees
The Langham, Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1006)
"Great rooms, location and top flight service"
United States
Andrew
$469 nightly
The price is $551
Dec 8 - Dec 9
Total with taxes and fees
The Peninsula Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1772)
"Excellent place to stay in Chicago. "
United States
Tom
$394 nightly
The price is $462
Dec 7 - Dec 8
Total with taxes and fees
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1001)
"Simply love this hotel"
United States
laura
$431 nightly
The price is $505
Dec 18 - Dec 19
Total with taxes and fees
Waldorf Astoria Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1000)
"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
$465 nightly
The price is $546
Dec 7 - Dec 8
Total with taxes and fees
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (749)
"Great location, amenities and staff. "
United States
Nicholas
$327 nightly
The price is $384
Nov 23 - Nov 24
Total with taxes and fees
Nobu Hotel 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
$420 nightly
The price is $493
Nov 24 - Nov 25
Total with taxes and fees
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (79)
"Nice place "
United States
John
$446 nightly
The price is $524
Dec 15 - Dec 16
Total with taxes and fees
The St. Regis Chicago

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
$645 nightly
The price is $802
Nov 20 - Nov 21
Total with taxes and fees
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.

Known for:
Iconic skyline
Lakeside city
Jazz n' Blues
City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Top Chicago Hotel Reviews

Find out more about Chicago

Chicago Five Star Hotel Information

When you’ve got your heart set on a fancy getaway in the city, dabble in the glamorous side of Chicago, Illinois.

  • Treat yourself to an exclusive hotel with first-rate amenities
  • Keep your savings intact and book the best deals around

Sure the deep-dish pizza and Ferris wheel in Chicago are fantastic, but when you’re looking for a luxurious stay in the Windy City, step up your game.

Instead of simply dreaming of designer amenities and royal treatment, make it a reality when you book right here. At Expedia.com, you’ll find an enticing selection of some of the best hotels in Chicago at rates that won’t cost you a fortune. Take a look at our variety of affordable luxury and boutique hotels with fine amenities such as first-class concierge services and views of the city skyline. Some of the top hotels in Chicago boast full-service spas with massage and facial sessions, steam rooms, and saunas, while others present fancy lounges and renowned restaurants. You’ll even come across a number of 5-star places that include rooftop terraces, state-of-the-art fitness centers, and valet parking to further round out your extravagant adventure in Chi-Town.

Continue your glamorous adventure with some retail therapy at the luxury shops along Rush Street, Michigan Avenue, and Oak Street. Shop ’til you drop at these retail strips where you’ll find designer goods and high-end boutiques. Once you’ve spent the day indulging in Chicago’s grand attractions, treat yourself to a three-course dinner at the finest restaurants in town with a view of the city’s skyscrapers. Then to top it all off, return to whichever of the best 5-star hotels in Chicago you chose to keep the lavish times rolling.

Get in touch with the spectacular side of this city in the Land of Lincoln. Chicago offers so much more than street food and amusement rides as it dazzles with marvelous attractions and upscale activities to suit your VIP-stylesojourn. If your idea of a ritzy getaway includes scoring the best seats to the city’s sporting events, book box tickets to cheer on the Cubs at the ballpark or root for the Bears from the 50-yard line of Soldier Field. Alternatively, if you’re looking to show off your sophisticated side, browse through masterpieces at the art galleries in River North and West Loop, and don’t miss a performance at the Civic Opera House. Spoil your ears to the sweet sounds of the Chicago Symphony Orchestra and marvel at the graceful Ballet Chicago.

At Expedia.com we provide you with verified reviews of Chicago hotels. When you read these write-ups, you’ll receive the inside scoop on travelers’ favorite places to stay in town, so that you end up picking a luxurious accommodation that best suits your preferences and needs. You can even use our convenient mobile booking app to browse and make reservations on the fly. Choose the ideal 5-star hotel that matches all your desires to get your opulent Chicago trip started today.

Frequently asked questions

What are the best 5-star hotels in Chicago?
Get ready for 5-star indulgence at The Langham, Chicago, Trump International Hotel & Tower Chicago or The Peninsula Chicago. These are among the most popular accommodations in Chicago according to Expedia traveler reviews. Pick one and get a taste of the good life!
How much does it cost to stay in a 5-star hotel in Chicago?
How much you pay for a 5-star hotel in Chicago can vary according to the time of year you travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay.

  • Search for the lowest price per night from $108

What makes a hotel 5 stars in Chicago?
From fine dining venues and 24/7 fitness centers to swimming pools and dreamy bedding, the 5-star experience in Chicago is all about indulgence and comfort. But it requires more than just top-notch perks to earn a 5-star rating. Accommodations must also deliver superior guest services like massage treatments, on-site laundry and 24-hour concierge services.

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