Customized for your search:

Best 5 Star Hotels in Chicago

Chicago hotels
Chicago

The Best Five Star Hotels in Chicago

The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
$450
Check availability

The Peninsula Chicago

108 East Superior Street, Chicago 60611 - Map
 
 
Hotel overall was very nice. There was a long hair found in the shower that wasn't a huge deal, but I wouldn't expect at a 5 star hotel of this caliber. The espresso machine didn't work.
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
The Langham, Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

The Langham, Chicago

330 North Wabash Avenue, Chicago 60611 - Map
 
 
"Great decor, great service, great location. "
Loved everything about the hotel. Room was gorgeous, staff were extremely helpful and the location was spot on
A Traveller
Located in Near North Side, this luxury hotel is within a 10-minute walk of Wrigley Building, Tribune Tower, and Ford Center …More
Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$345
Check availability

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago 60611 - Map
 
 
"Hard to fault this hotel!"
Rooms were incredibly spacious with a separate kitchenette and seating area. Clean, modern decor really make the most of the fabulous views. Electric curtains were a great touch. Service was impeccable and really made the place special, everyone from the doorman to concierge were incredibly friendly and helpful. If we go back to Chicago, there's only place we could stay...at Trump's!
Traveller from London
Located in Near North Side, this family-friendly Chicago hotel is within a 5-minute walk of Wrigley Building and Tribune …More
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

Park Hyatt - Chicago

800 N Michigan Ave, Chicago 60611 - Map
 
 
Bathroom shower needs some mold removal in the corners & towel rack about bath tub needs to be reinforced. it fell off while removing the bath towel. Room 1104
A Traveller
Located in Gold Coast, this luxury hotel is steps from Museum of Contemporary Art and Chicago Water Tower. John Hancock …More
Four Seasons Hotel Chicago - Chicago Hotels
Rating: 5.0 Stars
$365
Check availability

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago 60611 - Map
 
 
"Great Service in Downtown Chicago"
The staff at the Four Seasons in Chicago was exceptional. They were eager to help make our stay and trips out of the hotel enjoyable. I highly recommend this hotel.
A Traveller
Located amid the upscale boutiques and restaurants that line the Magnificent Mile, Four Seasons Hotel Chicago is a 10-minute …More
Waldorf Astoria Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

Waldorf Astoria Chicago

11 E. Walton Street, Chicago 60611 - Map
 
 
"Great shopping area! "
Girls shopping trip. Great hotel! Gilhart's and the girls have been great at
A Traveller
This family-friendly Chicago hotel is located on a lake, within a 10-minute walk of Newberry Library, John Hancock Center …More
The Ritz-Carlton, Chicago - Chicago Hotels
Rating: 5.0 Stars
Check availability

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago 60611 - Map
 
 
"Great hotel!"
I've always loved this Ritz...helpful and friendly staff, very clean and comfortable. My only negative is how incredibly expensive your stay can be if you eat there and/or use the spa. Both the restaurant and room service are crazy expensive and the spa services are twice what you'd pay at a spa down the street. So I wouldn't do that again unless it's a special treat. And I'd eat at some of the great restaurants Chicago has to offer rather than order room service. But the hotel itself is lovely and I can't wait to go back!
Traveller from Chicago
Centrally located in Chicago, this elegant hotel sits atop Water Tower Place, near the shops on the Magnificent Mile and the …More

Search from 7 Chicago Hotels - 5 Stars


    Need help booking?

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

    Why book with Expedia ?

    • 321,000+ hotels worldwide
    • No Expedia Cancellation Fee
    • Price Guarantee
    • 91% customer satisfaction

    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
    • Receive points and benefits with the Expedia+ 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