A busy city street with tall buildings, a bus, and cars.

Find 5 Star Hotels in Downtown Chicago, IL from SAR 531

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Check availability on Downtown Chicago 5 Star Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Downtown Chicago 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is SAR 1,876
SAR 2,231 total
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Hotel Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,071 reviews)
"Great experience and accommodations"
United States
robert
The price is SAR 1,731
SAR 2,058 total
includes taxes & fees
8 Nov - 9 Nov
Trump International Hotel & Tower Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,005 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is SAR 2,346
SAR 2,789 total
includes taxes & fees
22 Nov - 23 Nov
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

4. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Very well located and the service at this hotel was truly 5 stars The high tea was exceptional as well"
United States
Ana
The price is SAR 1,959
SAR 2,329 total
includes taxes & fees
22 Nov - 23 Nov
The Langham, Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is SAR 1,882
SAR 2,238 total
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Chicago
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Very helpful staff good for families"
United States
Krikour
The price is SAR 1,858
SAR 2,209 total
includes taxes & fees
22 Nov - 23 Nov
The Ritz-Carlton, Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (961 reviews)
"Great location Helpful staff"
United States
Abhay
The price is SAR 1,273
SAR 1,607 total
includes taxes & fees
22 Nov - 23 Nov
Nobu Hotel Chicago
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is SAR 1,933
SAR 2,298 total
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
"Gorgeous and family friendly"
United States
Alise
The price is SAR 2,012
SAR 2,392 total
includes taxes & fees
22 Nov - 23 Nov
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.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
The price is SAR 447 per night from Nov 22 to Nov 23
SAR 447
SAR 531 total
22 Nov - 23 Nov
includes taxes & fees
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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 SAR 531

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.