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Check availability on Chicago Luxury Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chicago luxury hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.
A rooftop bar with seating and a view of the city skyline at night.

1. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
  • Unwind in Chicago's premier luxury hotel with a full-service spa, indoor pool, and 2 exquisite restaurants in a prime location.
S$990
includes taxes & fees
1 Nov - 2 Nov
The Peninsula Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

2. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
  • City centre Chicago's newest luxury icon offers indulgent spa treatments, fine dining, and poolside relaxation steps from Millennium Park.
S$844
includes taxes & fees
12 Nov - 13 Nov
The St. Regis Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A swimming pool with a ceiling of lights, large windows, and potted plants.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
  • Indulge in refined riverside luxury at this Chicago hotel with deep-soaking tubs, a seven-treatment-room spa, and exceptional service.
S$857
includes taxes & fees
1 Nov - 2 Nov
The Langham, Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

4. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
  • Indulge in sophisticated luxury at this Art Deco hotel featuring a full-service spa, indoor pool, and al fresco dining in City centre Chicago.
S$844
includes taxes & fees
1 Nov - 2 Nov
Park Hyatt Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A couple dining on a balcony with a cityscape view.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.
A bar area with a long counter, multiple stools, and a seating area with a booth.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
  • Indulge in urban sophistication at this 5-star Chicago retreat, where spa treatments, poolside relaxation, and Art Deco elegance await.
S$822
includes taxes & fees
1 Nov - 2 Nov
Waldorf Astoria Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.
A group of people on a boat with a city skyline in the background.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

6. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
  • Indulge in sophisticated luxury at this five-star Chicago retreat with a full-service spa, heated indoor pool, and newly renovated spaces.
S$800
includes taxes & fees
1 Nov - 2 Nov
Four Seasons Hotel Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
  • City centre Chicago luxury at the Ritz-Carlton offers spa, pool, and Italian steakhouse near Michigan Avenue.
S$770
includes taxes & fees
1 Nov - 2 Nov
The Ritz-Carlton, Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A modern hotel room with large windows, white furniture, and a view of tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

8. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
  • Immerse in riverside elegance at this 5-star Chicago hotel offering deep-soaking tubs, pillowtop beds, and full-service spa indulgence.
S$702
includes taxes & fees
12 Nov - 13 Nov
Trump International Hotel & Tower Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.
A rooftop terrace with a view of a city skyline at dusk.

9. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
  • Indulgent Chicago escape featuring upscale dining, indoor pool, and a tranquil steam room in the heart of downtown's vibrant atmosphere.
S$725
includes taxes & fees
1 Nov - 2 Nov
Nobu Hotel Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern staircase with glass railings and pendant lighting.
A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.

10. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
  • The Gwen invites travellers to indulge in city centre Chicago luxury with rooftop terrace and Mediterranean dining experiences.
S$722
includes taxes & fees
30 Oct - 31 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
View all properties

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 hotelโ€™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 cityโ€™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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"6/10"
Franklin 2-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"The hotel was beautiful, great location"
Addison 3-night trip
Posted 1 hour ago
Hyatt Regency Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Room was clean and as described in photos"
Joanna 3-night trip
Posted 1 hour ago
Sports Illustrated Resorts Chicago
River Hotel

River Hotel

10/10 Excellent
"It was clean and convenient. The staff was excellent, Pedro was very helpful as we navigated the city. There were not a lot of amenities, but that was ok as we were aware of that when we booked. The lounge on the second floor was very comfortable with an espresso machine 24 hours."
Catherine 3-night trip
Posted 2 hours ago
River Hotel
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Great stay"
Robert 1-night trip
Posted 7 hours ago
Hotel Saint Clair- Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"A staff member was kind enough to let us know about a parking lot near by that saved us money. We ate dinner at Toro. Steaks cooked to perfection! Food and atmosphere was fantastic!"
Christine 1-night trip
Posted 8 hours ago
Fairmont Chicago at Millennium Park
The Wade

The Wade

10/10 Excellent
"Great location for those that want to be downtown with easy access to everything!"
MARIA 3-night trip
Posted 1 day ago
The Wade
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

8/10 Good
"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly donโ€™t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."
Mona 2-night trip
Posted 1 day ago
The Godfrey Hotel Chicago

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 42 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Soldier Field and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Chicago?
The Godfrey Hotel Chicago is a luxury hotel with a full-service spa and a rooftop terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG 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 42 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 21ยฐC, while the coldest months are January and February, with an average of -1ยฐC. 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 Soldier Field, Navy Pier and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Michigan Avenue and United Center.
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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