Luxury Hotels & Resorts in Chicago from NZ$259

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

Best Chicago Luxury Hotels

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1774)
"Excellent place to stay in Chicago. "
United States
Tom
The price is NZ$769
includes taxes & fees
7 Dec - 8 Dec
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Spa ,pool are awesome "
United States
jared
The price is NZ$959
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, (1006)
"Great rooms, location and top flight service"
United States
Andrew
The price is NZ$1,062
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 NZ$497
includes taxes & fees
21 Dec - 22 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, (2222)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is NZ$408
includes taxes & fees
7 Dec - 8 Dec
Sofitel Chicago Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1276)
"Nice hotel and awesome location"
United States
Michael
The price is NZ$335
includes taxes & fees
7 Dec - 8 Dec
Thompson Chicago, by Hyatt

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1002)
"Simply love this hotel"
United States
laura
The price is NZ$887
includes taxes & fees
18 Dec - 19 Dec
Waldorf Astoria Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1776)
"Beautiful location & great service. "
United States
Ariana
The price is NZ$339
includes taxes & fees
14 Dec - 15 Dec
Radisson Blu Aqua Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2078)
"Great place to stay."
United States
Aaron
The price is NZ$259
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1002)
"Best hotel in Chicago! "
United States
GERALD
The price is NZ$297
includes taxes & fees
21 Dec - 22 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.

Black Friday Sale

Save up to 40% on select hotels

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.

Find the best luxury hotels and resorts in Chicago (and vicinity)

For travellers seeking a luxurious stay in Chicago, these top hotels offer exquisite amenities and exceptional service to ensure an unforgettable experience.

L7 Chicago by LOTTE

  • Why it's great for a luxury retreat: L7 Chicago by LOTTE is the epitome of modern luxury in the heart of Downtown Chicago, with an impressive traveler review rating of 9.6. Guests will enjoy stylish accommodations adorned with Frette Italian sheets and designer toiletries, complemented by thoughtful amenities such as plush bathrobes and concierge services to cater to their every need.
  • Other amenities: This boutique hotel features stunning river views, valet parking for convenience, and a 24-hour fitness facility to keep fitness enthusiasts satisfied. Guests can also indulge in nearby kayaking or relax on the beach, while the hotel’s nearby shopping ensures an exciting urban adventure awaits at every turn.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.1 km, Chicago Riverwalk - 0.1 km, State Street - 0.3 km

LondonHouse Chicago, Curio Collection by Hilton

  • Why it's great for a luxury retreat: LondonHouse Chicago offers a luxurious urban retreat with a remarkable review rating of 9.4. This hotel captivates travelers with its elegant design, featuring premium bedding, Frette Italian sheets, and plush bathrobes, ensuring a restful stay complemented by exceptional room service and concierge assistance.
  • Other amenities: Guests can unwind at the onsite spa, which offers a range of treatments including hydrotherapy and Swedish massages. The hotel also features a stunning terrace with breathtaking views, making it a perfect spot for relaxation. Additional amenities include valet parking, a fully equipped kitchen, and easy access to nearby beaches for those looking to explore the outdoors.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Chicago Riverwalk - 0.4 km, State Street - 0.6 km, Millennium Park - 0.6 km

Hyatt Regency Chicago

  • Why it's great for a luxury retreat: Hyatt Regency Chicago is a luxurious haven in Downtown, with a remarkable review rating of 9.2. Offering river and lake views, this hotel features premium bedding and designer toiletries, along with concierge services that ensure travelers experience the best of Chicago with ease.
  • Other amenities: The hotel provides covered valet parking, a 24-hour fitness facility, and a health club for wellness enthusiasts. Guests can also enjoy nearby kayaking and sailing, along with breakfast options to start their day right. With shopping and dining just moments away, it's an ideal base for exploring the city’s vibrant culture.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.4 km, Chicago Riverwalk - 0.5 km, State Street - 0.7 km

citizenM Chicago Downtown

  • Why it's great for a luxury retreat: citizenM Chicago Downtown stands out with its contemporary luxury and a stellar review rating of 9.2. With premium bedding and 24-hour restaurant service, this hotel offers travelers a unique blend of comfort and convenience, making it an excellent choice for discerning travellers.
  • Other amenities: Guests can take advantage of free toiletries, fitness facilities, and hydromassage showerheads that enhance the relaxation experience. The hotel's central location means travelers are just steps away from Chicago's vibrant attractions, ensuring that every moment of their stay is filled with excitement and comfort.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0 km, Chicago Riverwalk - 0.3 km, Millennium Park - 0.4 km

River Hotel

  • Why it's great for a luxury retreat: River Hotel presents a luxurious experience with a popular review rating of 8.8, nestled along the picturesque riverfront in Downtown Chicago. Guests will appreciate the premium bedding and designer toiletries, ensuring a comfortable and indulgent stay.
  • Other amenities: The hotel features concierge services, valet parking, and air conditioning for added comfort. Travellers can also enjoy express check-in, late check-out options, and easy access to nearby beaches and shopping. With its superb location, the River Hotel is perfect for those looking to immerse themselves in the chic urban lifestyle.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.9 km, Chicago Riverwalk - 0.8 km

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.