Find 5 Star Hotels in Chicago, IL from $149

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

The Langham, Chicago

5.0 star property
9.6 out of 10, Exceptional, (1007)
"I think you get more custom experience at a four seasons. "
The price is $460
includes taxes & fees
$392 per night
Apr 17 - Apr 18
The Langham, Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1025)
"Wonderful "
The price is $458
includes taxes & fees
$390 per night
Apr 6 - Apr 7
Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1550)
"Perfect location-Professional staff. "
The price is $374
includes taxes & fees
$319 per night
Apr 6 - Apr 7
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1026)
"Amazing hotel and staff"
The price is $446
includes taxes & fees
$380 per night
Apr 6 - Apr 7
Waldorf Astoria Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Top Tier"
The price is $558
includes taxes & fees
$475 per night
Mar 27 - Mar 28
The Peninsula Chicago

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1047)
"Nice swimming pool for lap swimming. "
The price is $458
includes taxes & fees
$390 per night
Mar 27 - Mar 28
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (642)
"The vip benefits from Expedia great services "
The price is $468
includes taxes & fees
$399 per night
Apr 20 - Apr 21
Nobu Hotel Chicago

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (60)
"Great hotel with two nice dining options. Only negative was room service breakfast wasn’t very good. "
The price is $566
includes taxes & fees
$482 per night
Apr 20 - Apr 21
The St. Regis Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1014)
"All the staff friendly and helpful "
The price is $427
includes taxes & fees
$364 per night
Apr 6 - Apr 7
The Ritz-Carlton, Chicago
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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 and related destinations

Watch a baseball game at Wrigley Field, snap photos of your reflection in Cloud Gate and explore the Windy city’s fascinating museums.

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Iconic skyline
Lakeside city
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Almost 40 million visitors come to this Pennsylvania city each year to see important sites of U.S. history and locations made famous by a popular movie franchise.

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American history
Vivid street art
Cheesesteak

One of the nation’s most historically interesting cities has numerous museums, exciting sports, great seafood and plenty of free activities.

Known for:
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Boston

Canada’s most populated city is a diverse cultural destination with world-class museums, concerts, family entertainment, sports venues and craft beers.

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Lakeside charm
Cultural fusion
Sports tourism

The city with a beautiful bay, famous red bridge and infamous fog welcomes you to enjoy art, history, shopping and outdoor activities.

Known for:
Iconic landmarks
Nautical charm
Foodie city

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 $149

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.