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Check availability on Downtown Chicago Luxury Hotels

Our top choices for Downtown Chicago luxury hotels

Bar (on property)
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, (1778)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is 7.291.305 ₫
8.559.263 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Trump International Hotel & Tower Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is 10.897.403 ₫
12.792.462 ₫ total
includes taxes & fees
4 Jan - 5 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, (1004)
"Excellent service throughout the hotel"
United States
Karen
The price is 11.972.244 ₫
14.054.156 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Peninsula Chicago
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Perfect stay. Highly recommend "
United States
David
The price is 5.357.066 ₫
7.062.620 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2255)
"The staff, food, and service were great. "
United States
Randy
The price is 4.483.326 ₫
6.036.554 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Sofitel Chicago Magnificent Mile
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1293)
"great stay"
United States
Loan
The price is 3.562.149 ₫
4.959.138 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Thompson Chicago, by Hyatt
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 10.020.600 ₫
11.763.182 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Waldorf Astoria Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1792)
"Friendly staff and good location to all of the city"
United States
Mark
The price is 3.689.690 ₫
5.016.946 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Radisson Blu Aqua Hotel Chicago
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2132)
"Loved and enjoyed our stay"
United States
Luis
The price is 2.919.159 ₫
4.086.051 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel
Exterior
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1001)
"Amazing location. Love this historic hotel and the included room service breakfast is one of the best I’ve ever had. "
United States
Joan
The price is 3.354.264 ₫
4.860.521 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Chicago Athletic Association, a Hyatt Hotel
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.
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Top Downtown Chicago Hotel Reviews

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Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Downtown Chicago?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare International Airport (ORD) Airport, and then treat yourself to a stay at one of 35 Downtown Chicago luxury hotels. Known for its great views and art, Downtown Chicago also has some interesting things to see and do including Michigan Avenue and Navy Pier, so you may want to take in the local sights during your visit.
How many luxury hotels will I find in Downtown Chicago?
Lie in the lap of luxury during your getaway to Downtown Chicago in one of Expedia's 35 luxury hotels.
What's there to see and do in Downtown Chicago?
Take in the sights and attractions that Downtown Chicago offers with a visit to Michigan Avenue, Navy Pier and Lake Michigan. If you have some spare time during your trip, you might want to check out Goodman Theater and James M. Nederlander Theatre.
How can I get around Downtown Chicago?
It's easier to get around town in style when you know your options. You can take advantage of metro transport at State Station, Clark-Lake Station and Lake Station.