Find 5 Star Hotels in Chicago, IL from $448

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Our top choices for Chicago 5-star hotels

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place to stay in Chicago!"
United States
ryan
$500 nightly
The price is $594
Dec 6 - Dec 7
Total with taxes and fees
Four Seasons Hotel Chicago

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,081 reviews)
"Amazing property and hospitality!"
United States
Matthew
$461 nightly
The price is $548
Nov 22 - Nov 23
Total with taxes and fees
Trump International Hotel & Tower Chicago

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
$600 nightly
The price is $713
Dec 6 - Dec 7
Total with taxes and fees
The Peninsula Chicago

4. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,005 reviews)
"Attentive staff and beautiful spa, pool and rooms."
United States
Courtney
$522 nightly
The price is $621
Dec 6 - Dec 7
Total with taxes and fees
The Langham, Chicago

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Very clean and upscale property. Lovely amenities. Great location and staff very friendly."
United States
Loai
$446 nightly
The price is $531
Dec 6 - Dec 7
Total with taxes and fees
Waldorf Astoria Chicago

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Very helpful staff good for families"
United States
Krikour
$506 nightly
The price is $601
Nov 15 - Nov 16
Total with taxes and fees
The Ritz-Carlton, Chicago

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (966 reviews)
"The wellness center was my favorite!"
United States
Mauro
$377 nightly
The price is $448
Nov 22 - Nov 23
Total with taxes and fees
Nobu Hotel Chicago

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,002 reviews)
"Excellent experience. I’d recommend this property for their outstanding service and updated rooms."
United States
Marissa
$438 nightly
The price is $520
Nov 22 - Nov 23
Total with taxes and fees
Park Hyatt Chicago

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
$554 nightly
The price is $659
Nov 23 - Nov 24
Total with taxes and fees
The St. Regis Chicago

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa

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 $448

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.

Are there any 5-star all-inclusive resorts in Chicago?

Our filter tool is the easiest way to narrow down what you want. Select "All inclusive" and "5-star" to see the most luxurious hotels in Chicago where your accommodations, meals, activities and entertainment are included in the price. At these retreats, your trip is pure extravagance from the moment you pull up to the entrance.

What are the top 5-star spa hotels in Chicago?

Treat yourself to a spa vacation at The Peninsula Chicago and let your worries melt away. Trump International Hotel & Tower Chicago and The Langham, Chicago are other 5-star options in Chicago where you can experience the relaxing and therapeutic benefits of spa treatments and wellness programs.

Are there any 5-star vacation rentals in Chicago?

Although you won't find any 5-star vacation rentals in Chicago on our site, we have a range of properties that promise a terrific getaway. Find one that suits your needs by checking out our vacation rentals in Chicago.

Are there any 5-star hotels in downtown Chicago?

Check in to The Langham, Chicago and take advantage of being close to the sights and sounds of downtown Chicago.

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