Downtown Chicago 5 Stars Hotels

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Check availability on Downtown Chicago 5 Star Hotels

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Downtown Chicago 5-star hotels

Lake view
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1001)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is HK$3,268
HK$3,836 total
includes taxes & fees
11 Jan - 12 Jan 2026
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1000)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is HK$3,148
HK$3,695 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Langham, Chicago
Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1011)
"Best hotel in Chicago"
United States
Michael
The price is HK$3,696
HK$4,339 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Peninsula Chicago
Terrace/patio
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1796)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is HK$2,315
HK$2,717 total
includes taxes & fees
4 Jan - 5 Jan 2026
Trump International Hotel & Tower Chicago
Front of property
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1003)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is HK$2,957
HK$3,471 total
includes taxes & fees
18 Jan - 19 Jan 2026
Waldorf Astoria Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining
Park Hyatt Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1002)
"beautiful room and hotel great bar!"
United States
ravi
The price is HK$3,009
HK$3,533 total
includes taxes & fees
4 Jan - 5 Jan 2026
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (762)
"Great location, amenities and staff. "
United States
Nicholas
The price is HK$2,480
HK$2,912 total
includes taxes & fees
4 Jan - 5 Jan 2026
Nobu Hotel Chicago
Café
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Festive, staff, food and bar all a perfect 10!"
United States
Angela
The price is HK$2,883
HK$3,384 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (85)
"Nice place "
United States
John
The price is HK$3,470
HK$4,074 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 HK$766 per night from 6 Jan to 7 Jan
HK$766
HK$899 total
6 Jan - 7 Jan 2026
includes taxes & fees
8.4/10 Very Good! (5,414 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.

Learn more about Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

See all hotels in Downtown Chicago
Downtown Chicago featuring a city

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 can vary depending on when you want to travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to find the best rate on a luxurious getaway.

  • Search for the lowest price per night from HK$899

What makes a hotel 5 stars in Downtown Chicago?
Impeccable guest service is the hallmark of every 5-star hotel in Downtown Chicago. From the moment you arrive, staff ensure your every need is met, whether arranging customised tours or providing in-room massages. Additionally, hotels have to feature top-rate conveniences to be entitled to a 5-star rating. These can include luxury bath products, spa facilities, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Downtown Chicago?
Use our convenient filters to find an upmarket escape in Downtown Chicago where most of what you need is included in the price. Next, refine your results for properties that have 5 stars and are listed as "All inclusive." The main thing to look forward to at these stays? Pure indulgence and relaxation.

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