Search Luxury Hotels in Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Luxury Hotels

This weekend
Next weekend

Top Chicago Luxury Hotels

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1792)
"Great stay "
United States
Mohammed
The price is Rp5.777.887
Rp6.782.661 total
includes taxes & fees
1 Jan - 2 Jan 2026
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1009)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is Rp7.878.938
Rp9.249.086 total
includes taxes & fees
21 Dec - 22 Dec
The Langham, Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1021)
"Great rooms, location and top flight service"
United States
Andrew
The price is Rp8.427.646
Rp9.893.156 total
includes taxes & fees
8 Dec - 9 Dec
The Peninsula Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1001)
"Perfect stay. Highly recommend "
United States
David
The price is Rp3.243.453
Rp4.296.550 total
includes taxes & fees
24 Dec - 25 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2246)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is Rp2.834.376
Rp3.816.332 total
includes taxes & fees
11 Dec - 12 Dec
Sofitel Chicago Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1292)
"Friendly staff, great location, high end hotel "
United Kingdom
Antony
The price is Rp2.252.004
Rp3.135.185 total
includes taxes & fees
21 Dec - 22 Dec
Thompson Chicago, by Hyatt

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1008)
"The staff was amazing. Will be making a return stay."
United States
Patricia
The price is Rp6.331.940
Rp7.433.064 total
includes taxes & fees
1 Jan - 2 Jan 2026
Waldorf Astoria Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1799)
"Room was very nice and staff was pleasant. "
United States
Crystal
The price is Rp2.331.487
Rp3.170.170 total
includes taxes & fees
15 Dec - 16 Dec
Radisson Blu Aqua Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2122)
"Great place to stay."
United States
Aaron
The price is Rp1.736.535
Rp2.455.392 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1005)
"Best hotel in Chicago! "
United States
GERALD
The price is Rp1.867.600
Rp2.776.001 total
includes taxes & fees
28 Dec - 29 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.

Find out more about Chicago

Chicago (and vicinity)and its attractions for luxury travelers

For discerning travellers seeking luxury in the greater Chicago area, the vibrant neighbourhood of the Gold Coast is a standout. Here, you'll discover the historic Astor Street with its stunning brownstones and nearby the renowned Oak Street Beach, perfect for a leisurely stroll or a sun-soaked day by Lake Michigan. Don't miss the Art Institute of Chicago, home to an impressive collection of Impressionist and Post-Impressionist masterpieces, offering an enriching cultural experience. For a taste of sophistication, indulge in a meal at Alinea, one of the world's top restaurants, where culinary artistry meets exquisite flavours. The Chicago Riverwalk presents a scenic escape with upscale dining options along the water, ideal for a leisurely afternoon or an evening cocktail. Staying in the Gold Coast, you can enjoy luxury hotels with world-class amenities, attentive service, and easy access to explore the city's vibrant arts scene and shopping on the Magnificent Mile. After a day of culture and cuisine, retreat to your hotel for a pampering spa experience or a nightcap at the rooftop bar, soaking in stunning skyline views.

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to 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 40 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Michigan Avenue and Wrigley Field, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Chicago?
Palmer House a Hilton Hotel is a luxury hotel with a full-service spa and a 24-hour health club, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and The Royal Sonesta Chicago River North are other upscale choices for your trip.
How many luxury hotels are there in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia's 40 luxury hotels.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Michigan Avenue, Wrigley Field and Naval Base Great Lakes. If you have extra time while you're in the area, you might want to stop by Soldier Field and Navy Pier.
How can I get around Chicago?
It's easier to get around town comfortably when you know your options. You can take advantage of metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.