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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
9.6 out of 10, Exceptional, (1,864 reviews)
  • cleanliness
    Immerse in riverside elegance at this 5-star Chicago hotel offering deep-soaking tubs, pillowtop beds, and full-service spa indulgence.
"The gym and spa are truly great."
United States
Heidi
The price is ฿14,379
฿17,095 total
includes taxes & fees
25 May - 26 May
Trump International Hotel & Tower 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, (353 reviews)
  • cleanliness
    Elegant city centre Chicago luxury with 24-hour fitness and upscale dining steps from Willis Tower.
"Excellent location and luxury rooms. Especially nice bathrooms and size of the king rooms are great, especially with the couch and table. Room service is from Grill21 which is a real benefit as many hotels are letting room service options slide, not here, food is amazing - Only thing hotel needs to change is when you order a $30+ steak to your room serve it on a plate with silverware rather than in a plastic carton - kind of takes the shine off the experience."
United States
Anonymous traveller
The price is ฿9,151
฿10,880 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, (1,004 reviews)
  • cleanliness
    The Gwen invites travellers to indulge in city centre Chicago luxury with rooftop terrace and Mediterranean dining experiences.
"The Gwen is a luxury boutique hotel with all the bells and whistle. It's in center of the city which is nestled right between three upscale restaurants, and walkable to much more. I have stayed at a many hotels for work or vacation as The Gwen is at the top of my list. "
United States
Erica
The price is ฿8,668
฿11,251 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, (1,226 reviews)
  • cleanliness
    Luxurious retreat in city centre Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
"This is a great boutique hotel in a vibrant neighborhood and within walking distance to the Mag Mile, the river walk, the beach, and old town. It’s surrounded by shopping and restaurants and is a very safe area. They have a roof top pool and a roof top lounge, which was very nice and fun and had great views. The only downside is that the valet parking is very expensive compared to other hotels, but it was worth it to me. "
United States
S.J.
The price is ฿8,217
฿10,836 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, (1,123 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
"Rooftop deck, just a really nice example of understated luxury."
United States
Jennifer
The price is ฿7,411
฿10,135 total
includes taxes & fees
26 May - 27 May
Pendry 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, (2,493 reviews)
"I enjoyed this property and the view is top notch "
United States
beth
The price is ฿5,971
฿8,210 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,512 reviews)
"10/10. Feels like a luxury hotel for 225 a night! "
United States
Griffin
The price is ฿6,573
฿8,964 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,626 reviews)
"The staff was very nice, the room was clean but there was dusty air, the pool was nice and clean "
Canada
Dana
The price is ฿6,931
฿9,390 total
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,308 reviews)
"We felt like Royalty checking in. Raquel was polite and timely with our arrival and we Love our lake view room! Thanks Swissotel!!"
United States
Daniel
The price is ฿6,631
฿9,018 total
includes taxes & fees
10 May - 11 May
Swissotel - Chicago

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (473 reviews)
"The game rooms looked really nice and spacious but I sadly did not have time to enjoy that aspect of the hotel."
United States
Marcie
The price is ฿7,420
฿9,512 total
includes taxes & fees
26 May - 27 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.

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

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.