Customized for your search:

5 Star Hotels in Chicago

Chicago hotels
Chicago

The Best Five Star Hotels in Chicago

Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$575
Check availability

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago 60611 - Map
 
 
"The hotel was amazing. Great view of Lake!"
The Trump was amazing. It exceeded all expectations we could have had. We got upgraded to an amazing suite for free and my 6 year old daughter was made to feel so special. We were celebrating her birthday and the staff went out of their way to make her feel important and to make sure she had a great time. It was truly a wonderful experience and we would stay there again in a heartbeat!
Traveller from Bartlett, IL
Located in Near North Side, this luxury hotel is within a 10-minute walk of Wrigley Building, Tribune Tower, and Ford Center …More
Four Seasons Hotel Chicago - Chicago Hotels
Rating: 5.0 Stars
$455
Check availability

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago 60611 - Map
 
 
My wife and I were in town for Memorial Day weekend to attend a wedding. We extended our stay so we could tour the city and take advantage of the Four Seasons' spa. The staff was nice and very helpful. The room was beautiful and very clean. We enjoyed a delicious lunch at the hotel restaurant. Our only regret was not going back for another meal. Overall, our experience was great.
A Traveller
Located amid the upscale boutiques and restaurants that line the Magnificent Mile, Four Seasons Hotel Chicago is a 10-minute …More
The Ritz-Carlton Chicago - A Four Seasons Hotel - Chicago Hotels
Rating: 5.0 Stars
Check availability

The Ritz-Carlton Chicago - A Four Seasons Hotel

160 E Pearson Street, Chicago 60611 - Map
 
 
The location was great and the staff was very helpful.
A Traveller
Centrally located in Chicago, this elegant hotel sits atop Water Tower Place, near the shops on the Magnificent Mile and the …More
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

The Peninsula Chicago

108 East Superior Street, Chicago 60611 - Map
 
 
Great hotel nestled in great area for shopping and dining.
A Traveller
Along Chicago's fabled Magnificent Mile, The Peninsula is 1 block from the Chicago Water Tower and 2 blocks from Water Tower …More
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

Waldorf Astoria Chicago

11 E. Walton Street, Chicago 60611 - Map
 
 
"Urban classy hotel"
Everytime I think of our vacation. In Chicago I m glad we staid there instead of Trump or the Pininsula.
Traveller from A
Located in Gold Coast, this luxury hotel is within a 10-minute walk of Newberry Library, Hancock Tower, and Chicago Water …More
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

Park Hyatt - Chicago

800 N Michigan Ave, Chicago 60611 - Map
 
 
"GREAT STAY FOR TWO NIGHTS"
ABSOLUTELY BEAUTIFUL HOTEL. FIRST RATE AMENITIES. FIRST RATE STAFF. KAREN AT THE CONCIERGE DESK WAS ESPECIALLY HELPFUL. FREE AUTOMATIC UPGRADE TO A BEAUTIFUL SUITE WITH A LAKE VIEW. SUITE WAS AKIN TO A VERY EXPENSIVE APARTMENT. ONLY COMPLAINT AND IT IS VERY MINOR. SINGLE PLY TOILET PAPER WAS BENEATH THIS PLACE. OVERALL WE LOVED IT.
Traveller from BLOOMINGTON INDIANA
Located in Rush Street, this luxury hotel is within a 10-minute walk of Chicago Water Tower, Hancock Tower, and Tribune …More
The Langham, Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

The Langham, Chicago

330 North Wabash, Chicago 60611 - Map
 
 
"Brilliant hotel "
Friendly reception, especially concierge, a real character. Wonderful room ( expensive but worth it). Great cleaning staff. A brilliant stay in Chicago!
Traveller from Sydney Australia
Located in Near North Side, this luxury hotel is within a 10-minute walk of Wrigley Building, Tribune Tower, and Ford Center …More

Search from 7 Chicago Hotels - 5 Stars


    Need help booking?

    Call 1-800-551-2409
    Visit Customer Support »

    Why book with Expedia ?

    • 510,000+ hotels worldwide
    • No Expedia Cancellation Fee
    • Best price guarantee
    • 91% customer satisfaction

    Five Star Hotel Guide for Chicago

    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
    • Receive points and benefits with the Expedia+ rewards program
    • Keep your savings intact and book the best deals around
    Read More

    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.

    Hide
    Customers Rate Expedia
    Powered by feefo
    91% recommended
    4.5
    From 29,939 Reviews