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Find 5 Star Hotels in Chicago, IL

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Top Chicago 5 Star Hotels

Trump International Hotel & Tower Chicago
5 out of 5
401 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $290 per night
4.8/5Exceptional! (2,266 reviews)

"Fantastic view of the city! High class service! The room was outstanding!"…"

Reviewed on Jun 30, 2020

Trump International Hotel & Tower Chicago
The Ritz-Carlton, Chicago
5 out of 5
160 E Pearson Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $296 per night
4.6/5Wonderful! (1,000 reviews)

"Top Notch stay!! Excellent Staff and Service!!! Will definitely stay again soon!!!!"…"

Reviewed on Mar 19, 2020

The Ritz-Carlton, Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL
The price is $359 per night
4.9/5Exceptional! (999 reviews)

"FLEW IN FROM MAINE TO CELEBRATE MY 45TH BIRTHDAY WITH FAMILY THAT LIVES IN CHICAGO, POOL STAFF WAS SO RUDE ACCUSED MY 14 YR. OLD NEPHEW OF LIEN ABOUT HIS AGE, MADE ALL OF US FEEL UNCOMFORTABLE AND WENT BACK AND STAY IN MY ROOM MY HUSBAND AND I CHOICE TO STAY FOR THE NIGHT. I EVEN NOTIFIED THE HOTEL ..."…"

Reviewed on Mar 15, 2020

The Peninsula Chicago
Four Seasons Hotel Chicago
5 out of 5
120 East Delaware Place, Chicago, IL
The price is $336 per night
4.7/5Exceptional! (825 reviews)

"I don’t have one bad thing to say about four seasons Chicago. Doormen are very nice and helpful if you have any questions about where to go around town and the front desk is very welcoming."…"

Reviewed on Mar 17, 2020

Four Seasons Hotel Chicago
The Langham, Chicago
5 out of 5
330 North Wabash Avenue, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $305 per night
4.9/5Exceptional! (1,228 reviews)

"Great location. One of the nicest hotels in Chicago."…"

Reviewed on Mar 15, 2020

The Langham, Chicago
Waldorf Astoria Chicago
5 out of 5
11 E. Walton Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $359 per night
4.7/5Exceptional! (1,000 reviews)

"Went right before everything started to close down, was an amazing experience and would recommend it to anyone who had the time and resources available to visit. 10/10."…"

Reviewed on Mar 28, 2020

Waldorf Astoria Chicago
Park Hyatt - Chicago
5 out of 5
800 N Michigan Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $306 per night
4.7/5Exceptional! (681 reviews)

"Amazing hotel, nice staff, great location, positive energy"…"

Reviewed on Mar 1, 2020

Park Hyatt - Chicago
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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 Rewards program
  • 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.

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