Find 5 Star Hotels in Downtown Chicago, IL from AED 390

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Compare Downtown 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, (1466)
"Great hotel"
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, (1001)
"Needs an update "
The price is AED 1,267
AED 1,488 total
includes taxes & fees
12 Jan - 13 January 2025
Four Seasons Hotel Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Very nice hotel."
The price is AED 1,286
AED 1,509 total
includes taxes & fees
7 Jan - 8 January 2025
The Langham, Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"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, (1000)
"Very Nice property. Helpful friendly staff. "
The price is AED 1,327
AED 1,558 total
includes taxes & fees
23 Jan - 24 January 2025
Park Hyatt Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"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, (597)
"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, (1001)
"Beautiful lobby and rooms! Beds are so soft can’t wait to come back again soon."
The price is AED 1,171
AED 1,374 total
includes taxes & fees
23 Jan - 24 January 2025
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (50)
"I loved it "
The price is AED 1,737
AED 2,039 total
includes taxes & fees
16 Jan - 17 January 2025
The St. Regis 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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Downtown Chicago?
How much you pay for a 5-star hotel in Downtown Chicago depends on factors like when you want to go and the length of your break. A top tip for scoring an awesome deal? Use our pricing filters to check out the available accommodations for your chosen dates.

  • Search for the lowest price per night from AED 390

What makes a hotel 5 stars in Downtown Chicago?
From high-end dining venues and fitness centers to swimming pools and premium bedding, the 5-star experience in Downtown Chicago is all about relaxation and luxury. But it takes more than just upscale amenities to get a 5-star rating. Hotels also have to deliver outstanding guest services like beauty treatments, on-site dry cleaning and laundry and 24-hour room service.
Are there any 5-star all-inclusive resorts in Downtown Chicago?
Use Expedia’s filters to find a high-end retreat in Downtown Chicago where most of what you need is included. From there, narrow down your results for resorts that have 5 stars and are categorized as “All inclusive.” The first thing to look forward to at these stays? Pure enjoyment and indulgence.
Are there any 5-star vacation rentals in Downtown Chicago?
Although you won’t find any 5-star vacation rentals in Downtown Chicago on our site, we have a range of stays that promise a terrific getaway. Discover one that matches your style by checking out our vacation rentals in Downtown Chicago.