Find 5 Star Hotels in Downtown Chicago, IL from AED 367

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

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"This hotel ruined me for others in the future. Amazing service, beautiful decor. Workout facilities, pool, sauna room amazing. 10 out of 10."
The price is AED 1,506
AED 1,768 total
includes taxes & fees
2 Mar - 3 Mar
Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1527)
"I stayed on the 27th floor and city views were absolutley amazing! Staff was polite and helpful. The room was clean and comfortable. I look forward to my next visit.."
The price is AED 1,171
AED 1,374 total
includes taxes & fees
2 Mar - 3 Mar
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"Nice property "
The price is AED 1,438
AED 1,688 total
includes taxes & fees
23 Mar - 24 Mar
The Langham, Chicago

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Very clean and upscale "
The price is AED 1,342
AED 1,576 total
includes taxes & fees
9 Mar - 10 Mar
Waldorf Astoria Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1009)
"The staff was wonderful. Both me and my fiance enjoyed the room. Four stars for the bath tub. Will definitely be back for a longer stay. 12 out 10."
The price is AED 1,745
AED 2,048 total
includes taxes & fees
2 Mar - 3 Mar
The Peninsula Chicago

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Would come again"
The price is AED 1,358
AED 1,594 total
includes taxes & fees
25 Feb - 26 Feb
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (632)
"Great place but no refrigerator in the room"
The price is AED 1,466
AED 1,720 total
includes taxes & fees
28 Feb - 1 Mar
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Its exactly what you'd expect. The location is perfect. Shopping is walkable. Restaurants are near. And the Navy Pier is in sight-distance. The staff was friendly and accomodating. And rideshares took less than a minute every time. "
The price is AED 1,218
AED 1,429 total
includes taxes & fees
9 Mar - 10 Mar
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (55)
"We had an amazing experience with Oscar, the hotel driver. From the very beginning, he was incredibly attentive, kind, and professional. He made us feel comfortable and safe throughout the entire ride, always willing to assist with our needs and ensuring we received the best service possible. His friendly attitude and excellent service truly made a difference in our stay. We highly recommend him and sincerely appreciate his outstanding hospitality!"
The price is AED 1,704
AED 2,001 total
includes taxes & fees
16 Mar - 17 Mar
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 367

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.