Find 5 Star Hotels in Downtown Chicago, IL from AED 397

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Check availability on Downtown Chicago 5 Star Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

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

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Amazing hotel"
United States
David
The price is AED 1,543
AED 1,811 total
includes taxes & fees
14 Dec - 15 Dec
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1008)
"Spa ,pool are awesome "
United States
jared
The price is AED 1,678
AED 1,969 total
includes taxes & fees
21 Dec - 22 Dec
The Langham, Chicago
Front of property - evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1018)
"Great rooms, location and top flight service"
United States
Andrew
The price is AED 1,745
AED 2,048 total
includes taxes & fees
1 Jan - 2 January 2026
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1792)
"Excellent place to stay in Chicago. "
United States
Tom
The price is AED 1,273
AED 1,494 total
includes taxes & fees
1 Jan - 2 January 2026
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1008)
"Simply love this hotel"
United States
laura
The price is AED 1,396
AED 1,638 total
includes taxes & fees
1 Jan - 2 January 2026
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1002)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is AED 1,631
AED 1,914 total
includes taxes & fees
1 Jan - 2 January 2026
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (753)
"Great location, amenities and staff. "
United States
Nicholas
The price is AED 919
AED 1,079 total
includes taxes & fees
21 Dec - 22 Dec
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1005)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is AED 1,418
AED 1,665 total
includes taxes & fees
30 Dec - 31 Dec
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is AED 1,638
AED 1,923 total
includes taxes & fees
14 Dec - 15 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 Downtown 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 338 per night from Dec 7 to Dec 8
AED 338
AED 397 total
7 Dec - 8 Dec
includes taxes & fees
8.4/10 Very Good! (5,334 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.

Top Downtown Chicago Hotel Reviews

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 397

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.

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