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Top Luxury Hotels in Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
  • Near the beach
  • Full-service spa
  • Indoor pool
  • Concierge services
  • Boutique feel
9.4 out of 10, Exceptional, (1783)
Sophisticated luxury unfolds at this boutique Chicago haven steps from Michigan Avenue. The Trump Spa delivers rejuvenating treatments while Terrace 16 restaurant serves impeccable American cuisine. Spacious rooms feature designer toiletries and premium bedding for ultimate comfort.
The price is S$559
includes taxes & fees
10 Dec - 11 Dec
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
  • Near the beach
  • Full-service spa
  • Indoor pool
  • Concierge services
9.8 out of 10, Exceptional, (1006)
Sophisticated relaxation defines this riverfront sanctuary where attentive staff exceeds expectations. The full-service spa offers Swedish massages and hydrotherapy in 7 specialised treatment rooms. After unwinding in the indoor pool and hot tub, savour Mediterranean cuisine at the highly praised Travelle restaurant.
The price is S$698
includes taxes & fees
21 Dec - 22 Dec
The Langham, Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
  • Near the beach
  • 2 restaurants
  • Full-service spa
  • Indoor pool
  • Concierge services
9.8 out of 10, Exceptional, (1008)
Lavish amenities define this magnificent city centre Chicago sanctuary. Pampered guests savour exceptional dining, rejuvenate with Thai massages and hydrotherapy treatments, and lounge by the indoor pool. Every pillow-topped bed and designer bathroom exemplifies the hotel's commitment to refined elegance.
The price is S$770
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
  • Near the beach
  • 2 restaurants
  • 24-hour gym
  • Concierge services
9.4 out of 10, Exceptional, (1001)
Savour metropolitan elegance in city centre Chicago, steps from Michigan Avenue. Refined accommodation feature Italian Frette sheets and thoughtful 24-hour service. Mediterranean dining delights at 2 restaurants, including al fresco options on the scenic rooftop terrace.
The price is S$336
includes taxes & fees
22 Dec - 23 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
Downtown Chicago
  • Near the beach
  • 24-hour gym
  • Concierge services
9.4 out of 10, Exceptional, (2234)
Luxurious touches elevate each stay at this city centre Chicago gem. Spacious rooms feature premium bedding, designer bath amenities, and spectacular city views. Savour fine dining at the restaurant before unwinding with cocktails in the elegant bar lounge.
The price is S$297
includes taxes & fees
8 Dec - 9 Dec
Sofitel Chicago Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
Downtown Chicago
  • Near the beach
  • 2 bars
9.2 out of 10, Wonderful, (1287)
Sophisticated elegance defines each moment at this city centre Chicago sanctuary. Premium bedding cradles guests in plush comfort while 2 stylish bars offer refined relaxation. Attentive staff deliver personalised service, complementing the luxurious amenities and prime location near Michigan Avenue's upscale shopping district.
The price is S$244
includes taxes & fees
8 Dec - 9 Dec
Thompson Chicago, by Hyatt

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
  • Near the beach
  • Full-service spa
  • Indoor pool
  • Concierge services
  • Boutique feel
9.4 out of 10, Exceptional, (1006)
Signature spa experiences define luxury at this city centre Chicago sanctuary. The 8-room wellness centre offers couples' massages, body treatments, and facials alongside a hot tub and sauna, while the indoor pool complements Art Deco elegance throughout.
The price is S$605
includes taxes & fees
14 Dec - 15 Dec
Waldorf Astoria Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
Downtown Chicago
  • Near the beach
  • 24-hour health club
  • Indoor pool
8.6 out of 10, Excellent, (1789)
Sophisticated luxury awaits at this city centre Chicago hotel. After exploring nearby Michigan Avenue and Millennium Park, guests unwind with a dip in the indoor pool, soak in the hot tub, or admire stunning city views. FireLake restaurant completes the experience with delicious cuisine.
The price is S$248
includes taxes & fees
14 Dec - 15 Dec
Radisson Blu Aqua Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
  • Near the beach
  • Full-service spa
  • Indoor pool
  • Concierge services
8.4 out of 10, Very good, (2100)
Pampered indulgence defines this historic city centre hotel. Massages and facials await at the 12-room spa, while the indoor pool provides refreshment after exploring nearby attractions. Concierge services and plush pillowtop beds ensure a truly sophisticated experience.
The price is S$198
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
Downtown Chicago
  • Near the beach
  • 2 restaurants
  • 24-hour gym
  • Concierge services
9.0 out of 10, Wonderful, (1003)
Sophisticated comfort defines this iconic Chicago Athletic Association hotel. Indulge in 24-hour room service, dine at award-winning restaurants, or unwind in the arcade room. Located steps from Michigan Avenue, this luxury retreat offers pillowtop beds and designer amenities in a historic setting.
The price is S$217
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.

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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

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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.