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Our top choices for Chicago luxury hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,853 reviews)
  • cleanliness
    Immerse in riverside elegance at this 5-star Chicago hotel offering deep-soaking tubs, pillowtop beds, and full-service spa indulgence.
The price is Rp8.121.563
Rp9.656.300 total
includes taxes & fees
24 May - 25 May
Trump International Hotel & Tower Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,478 reviews)
The price is Rp3.284.143
Rp4.494.698 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (351 reviews)
  • cleanliness
    Elegant city centre Chicago luxury with 24-hour fitness and upscale dining steps from Willis Tower.
The price is Rp4.920.584
Rp5.850.426 total
includes taxes & fees
25 May - 26 May
The LaSalle Chicago, Autograph Collection by Marriott

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    The Gwen invites travellers to indulge in city centre Chicago luxury with rooftop terrace and Mediterranean dining experiences.
The price is Rp4.833.954
Rp6.256.072 total
includes taxes & fees
8 May - 9 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,214 reviews)
  • cleanliness
    Luxurious retreat in city centre Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
The price is Rp4.418.130
Rp5.826.688 total
includes taxes & fees
25 May - 26 May
Viceroy Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,125 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
The price is Rp4.418.130
Rp5.965.169 total
includes taxes & fees
10 May - 11 May
Pendry Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,497 reviews)
The price is Rp3.915.676
Rp5.273.640 total
includes taxes & fees
26 May - 27 May
Hyatt Regency Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,625 reviews)
The price is Rp3.794.394
Rp5.129.438 total
includes taxes & fees
9 May - 10 May
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,293 reviews)
The price is Rp3.565.431
Rp4.849.413 total
includes taxes & fees
9 May - 10 May
Swissotel - Chicago

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (471 reviews)
The price is Rp3.849.771
Rp4.947.172 total
includes taxes & fees
27 May - 28 May
Level Chicago – Old Town
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

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 41 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Navy Pier 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?
Swissotel - Chicago is a luxury hotel with 2 bars and spa services, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Palmer House a Hilton Hotel and LondonHouse Chicago, Curio Collection by Hilton 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 41 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 Navy Pier, Wrigley Field and Naval Base Great Lakes. If you have extra time while you're in the area, you might want to stop by Michigan Avenue and Soldier Field.
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.