Find 5 Star Hotels in Chicago, IL from AED 390

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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

5.0 star property
9.4 out of 10, Exceptional, (1462)
"Very nice staff and very welcoming. The bathrobes could be whiter or cleaner and the bath water has a ton of chlorine in it. Other than that it is very nice."
The price is AED 1,171
AED 1,374 total
includes taxes & fees
2 Jan - 3 January 2025
Trump International Hotel & Tower Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Needs an update "
The price is AED 1,304
AED 1,531 total
includes taxes & fees
20 Jan - 21 January 2025
Four Seasons Hotel Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Great"
The price is AED 1,286
AED 1,509 total
includes taxes & fees
6 Jan - 7 January 2025
The Langham, Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"The staff is wonderful at the Waldorf. "
The price is AED 1,570
AED 1,843 total
includes taxes & fees
19 Jan - 20 January 2025
Waldorf Astoria Chicago

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Loved our stay. "
The price is AED 1,358
AED 1,594 total
includes taxes & fees
19 Jan - 20 January 2025
Park Hyatt Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
5 Jan - 6 January 2025
The Peninsula Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (595)
"I absolutely loved my stay at this hotel. The Japanese minimalism shown in their rooms and lobby was absolutely stunning. The rooms were so clean and it was in a safe area. The staff were so friendly and accommodating. Would stay here again. The only down side was the sauna was out of order but other than that it was beautiful. Highly recommend! "
The price is AED 1,304
AED 1,531 total
includes taxes & fees
12 Jan - 13 January 2025
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"It was a vacation for my husband and I. Loved the stay, people, room, no complaints. Had a great time. Our waitor Jorge in the restaurant where we had our daily breakfast was awesome, very personable, couldn't ask for a better man. Everyone in the restaurant was great and friendly, including the bar area where we had nighly drinks. We will stay there again. Bellmen were great and helpful. "
The price is AED 1,218
AED 1,429 total
includes taxes & fees
2 Jan - 3 January 2025
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (48)
"I loved it "
The price is AED 1,653
AED 1,940 total
includes taxes & fees
14 Jan - 15 January 2025
The St. Regis Chicago
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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 390

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.