Find 5 Star Hotels in Chicago, IL from AED 256

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

Trump International Hotel & Tower Chicago
Banquet hall
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1434)
"I had to pay fomy upgrade "
The price is AED 1,446
AED 1,698 total
includes taxes & fees
27 Nov - 28 Nov
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is AED 1,928
AED 2,264 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
The Langham, Chicago
Exterior
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is AED 1,678
AED 1,969 total
includes taxes & fees
22 Dec - 23 Dec
The Langham, Chicago
Waldorf Astoria Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Felt like royalty during my stay thank you "
The price is AED 1,377
AED 1,617 total
includes taxes & fees
16 Dec - 17 Dec
Waldorf Astoria Chicago
Nobu Hotel Chicago
Reception
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (573)
"Nice "
The price is AED 1,154
AED 1,354 total
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
Four Seasons Hotel Chicago
Room
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Needs an update "
The price is AED 1,524
AED 1,789 total
includes taxes & fees
15 Dec - 16 Dec
Four Seasons Hotel Chicago
Park Hyatt Chicago
Exterior
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1004)
"Top notch hotel in a great location. Home away from home feel. Stellar customer service. Restaurant onsite with a great bar and stunning views. For discerning travelers this is about as good as it gets in Chicago. "
The price is AED 1,513
AED 1,776 total
includes taxes & fees
22 Dec - 23 Dec
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Exterior
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"A beautiful hotel with lovely amenities!! 10/10 "
The price is AED 1,418
AED 1,665 total
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton, Chicago
The St. Regis Chicago
Exterior
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (46)
"The cleaning services were lacking. We had to ask to have our room cleaned when it still wasn’t cleaned at 5pm. They forgot to refill the coffee pods and water 1 day. And left used towels after one of the cleaning. Sub-par performance for a hotel at these prices."
The price is AED 1,737
AED 2,039 total
includes taxes & fees
16 Dec - 17 Dec
The St. Regis Chicago
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is AED 423 per night from Dec 10 to Dec 11
AED 423
AED 496 total
includes taxes & fees
10 Dec - 11 Dec
8.2/10 Very Good! (3,223 reviews)
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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.

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 AED 256

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.