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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, (1,848 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 S$554
includes taxes & fees
26 Apr - 27 Apr
Trump International Hotel & Tower Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,502 reviews)
The price is S$414
includes taxes & fees
9 May - 10 May
Hyatt Regency 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
9.6 out of 10, Exceptional, (1,004 reviews)
  • cleanliness
    The Gwen invites travellers to indulge in city centre Chicago luxury with rooftop terrace and Mediterranean dining experiences.
The price is S$447
includes taxes & fees
8 May - 9 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

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, (346 reviews)
  • cleanliness
    Elegant city centre Chicago luxury with 24-hour fitness and upscale dining steps from Willis Tower.
The price is S$430
includes taxes & fees
26 Apr - 27 Apr
The LaSalle Chicago, Autograph Collection by Marriott

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, (2,464 reviews)
The price is S$374
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,203 reviews)
  • cleanliness
    Luxurious retreat in city centre Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
The price is S$483
includes taxes & fees
10 May - 11 May
Viceroy Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,614 reviews)
The price is S$391
includes taxes & fees
9 May - 10 May
Sheraton Grand Chicago Riverwalk

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,137 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
The price is S$537
includes taxes & fees
26 Apr - 27 Apr
Pendry Chicago

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
The price is S$383
includes taxes & fees
8 May - 9 May
JW Marriott Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,119 reviews)
The price is S$348
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park
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.

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: Offering a graceful blend of elegance and comfort, River Hotel boasts an excellent review rating of 8.8. Guests can enjoy premium bedding and river views that enhance their luxury experience. With attentive concierge services, the hotel ensures personalised assistance, making each guest's stay seamless and enjoyable.
  • Other amenities: The hotel features valet parking for convenience, alongside air conditioning for a comfortable retreat. Guests can take advantage of nearby shopping opportunities and a kitchenette in their rooms for added flexibility. The hotel provides contactless check-in for a modern experience, and a range of amenities such as late check-out, express check-in, and daily housekeeping ensure a relaxed and enjoyable stay.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.9 km, Chicago Riverwalk - 0.8 km

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 InterContinental Chicago Magnificent Mile by IHG 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.

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