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Our top choices for Chicago luxury hotels

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$743
includes taxes & fees
16 Jul - 17 Jul
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, (1,252 reviews)
  • cleanliness
    Luxurious retreat in city centre Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
The price is S$609
includes taxes & fees
26 Jul - 27 Jul
Viceroy 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, (2,606 reviews)
The price is S$440
includes taxes & fees
26 Jul - 27 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
The price is S$487
includes taxes & fees
15 Aug - 16 Aug
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, (2,256 reviews)
The price is S$505
includes taxes & fees
12 Aug - 13 Aug
Fairmont Chicago at Millennium Park

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,511 reviews)
The price is S$451
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,150 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$659
includes taxes & fees
9 Aug - 10 Aug
Pendry Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,362 reviews)
The price is S$473
includes taxes & fees
11 Aug - 12 Aug
L7 Chicago by LOTTE

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (501 reviews)
The price is S$513
includes taxes & fees
13 Aug - 14 Aug
Level Chicago – Old Town

The Hoxton, Chicago

The Hoxton, Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,005 reviews)
The price is S$420
includes taxes & fees
9 Aug - 10 Aug
The Hoxton, Chicago
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 Wrigley Field and Michigan Avenue, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Chicago?
Omni Chicago Hotel is a luxury hotel with in-room massages and valet parking, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and The Godfrey Hotel Chicago 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 Michigan Avenue, Soldier Field and Navy Pier. If you have extra time while you're in the area, you might want to stop by United Center and Wrigley 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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