Find 5 Star Hotels in Chicago, IL from $76

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards.

Search over 2.9 million properties and 550 airlines worldwide

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

Trump International Hotel & Tower Chicago
5 out of 5
401 N Wabash Ave, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $296 per night from Feb 21 to Feb 22
$296
per night
Feb 21 - Feb 22
4.6/5 Exceptional! (1,037 reviews)
"The view from the room was absolutely stunning, everything about our stay was GREAT!!"

Reviewed on Jan 28, 2023

Trump International Hotel & Tower Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $450 per night from Feb 13 to Feb 14
$450
per night
Feb 13 - Feb 14
4.9/5 Exceptional! (1,016 reviews)
Hotel concierge broke my carry on
"The concierge broke one of the wheels of my carry on, they called me and offer to send to repair but I stayed only one night so I can't leave my carry and wait 5-7 days also I didn't have time to buy another one in town. I know accidents happen but it was an inconvenience."

Reviewed on Jan 29, 2023

The Peninsula Chicago
The Langham, Chicago
5 out of 5
330 North Wabash Avenue, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $428 per night from Feb 19 to Feb 20
$428
per night
Feb 19 - Feb 20
4.8/5 Exceptional! (1,017 reviews)
"Staff was excellent and really tried to make things work well. Appreciated. The room was a bit run down (scuffs and marks on desks, walls, leather, etc) and could use a bit of care."

Reviewed on Jan 18, 2023

The Langham, Chicago

Save an average of 15% on thousands of hotels when you're signed in

Waldorf Astoria Chicago
5 out of 5
11 E. Walton Street, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $394 per night from Feb 26 to Feb 27
$394
per night
Feb 26 - Feb 27
4.6/5 Exceptional! (1,007 reviews)
"Fantastic!"

Reviewed on Jan 22, 2023

Waldorf Astoria Chicago
Four Seasons Hotel Chicago
5 out of 5
120 East Delaware Place, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $385 per night from Feb 26 to Feb 27
$385
per night
Feb 26 - Feb 27
4.7/5 Exceptional! (1,002 reviews)
"Wonderful!"

Reviewed on Jan 2, 2023

Four Seasons Hotel Chicago
Nobu Hotel Chicago
5 out of 5
155 N. Peoria Street, Chicago, IL, 60607
Fully refundableReserve now, pay when you stay
The price is $315 per night from Feb 5 to Feb 6
$315
per night
Feb 5 - Feb 6
4.5/5 Wonderful! (285 reviews)
"the hotel is gorgeous, the design is great, amazing fitness room. the staff was very friendly and nice. Location : TOP, is next to alot of bars, dinners, brewery and speak easy, everything is walkable. Restaurant : obviously, you can't sleep at the Nobu and not try the restaurant , the food was ..."

Reviewed on Jan 25, 2023

Nobu Hotel Chicago
The Ritz-Carlton, Chicago
5 out of 5
160 E Pearson Street, Chicago, IL, 60611
Fully refundableReserve now, pay when you stay
The price is $423 per night from Mar 2 to Mar 3
$423
per night
Mar 2 - Mar 3
4.6/5 Wonderful! (1,003 reviews)
"Wonderful location and the staff brings a level of customer service that is unparalleled. View from my room was amazing."

Reviewed on Jan 19, 2023

The Ritz-Carlton, Chicago
Park Hyatt Chicago
5 out of 5
800 N Michigan Ave, Chicago, IL, 60611
Fully refundable
The price is $360 per night from Feb 23 to Feb 24
$360
per night
Feb 23 - Feb 24
4.7/5 Exceptional! (865 reviews)
"The Park Hyatt never disappoints. The service is impeccable and the remodeled rooms are well appointed and comfortable. The food in the restaurant is also first rate."

Reviewed on Jan 6, 2023

Park Hyatt Chicago

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
Still don't see what you're looking for?
See all properties in Chicago.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.

Chicago hotels information

Number of reviews 7232
Accommodation 3708 hotels
Lowest Price $76
Highest Price $450

Recent reviews of Chicago hotels
Expedia verified reviews