Luxury Hotels in Chicago, Illinois

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Top Chicago Luxury Hotels

Bar (on property)
Trump International Hotel & Tower 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, (1771)
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 P21,750
P25,533 total
includes taxes & fees
Dec 7 - Dec 8
Trump International Hotel & Tower Chicago
Lobby
The Langham, 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, (1000)
Sophisticated relaxation defines this riverfront sanctuary where attentive staff exceeds expectations. The full-service spa offers Swedish massages and hydrotherapy in 7 specialized treatment rooms. After unwinding in the indoor pool and hot tub, savor Mediterranean cuisine at the highly praised Travelle restaurant.
The price is P26,933
P31,617 total
includes taxes & fees
Dec 11 - Dec 12
The Langham, Chicago
Front of property - evening/night
The Peninsula 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, (1000)
Lavish amenities define this magnificent downtown Chicago sanctuary. Pampered guests savor 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 P27,779
P32,610 total
includes taxes & fees
Dec 8 - Dec 9
The Peninsula Chicago
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue 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)
Savor metropolitan elegance in downtown Chicago, steps from Michigan Avenue. Refined accommodations 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 P14,539
P18,804 total
includes taxes & fees
Dec 14 - Dec 15
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
Downtown Chicago
  • Near the beach
  • 24-hour gym
  • Concierge services
9.4 out of 10, Exceptional, (2206)
Luxurious touches elevate each stay at this downtown Chicago gem. Spacious rooms feature premium bedding, designer bath amenities, and spectacular city views. Savor fine dining at the restaurant before unwinding with cocktails in the elegant bar lounge.
The price is P10,067
P13,555 total
includes taxes & fees
Dec 7 - Dec 8
Sofitel Chicago Magnificent Mile
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 star property
Downtown Chicago
  • Near the beach
  • 2 bars
9.2 out of 10, Wonderful, (1260)
Sophisticated elegance defines each moment at this downtown Chicago sanctuary. Premium bedding cradles guests in plush comfort while 2 stylish bars offer refined relaxation. Attentive staff deliver personalized service, complementing the luxurious amenities and prime location near Michigan Avenue's upscale shopping district.
The price is P9,410
P12,793 total
includes taxes & fees
Nov 23 - Nov 24
Thompson Chicago, by Hyatt
Exterior
Waldorf Astoria Chicago

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, (1000)
Signature spa experiences define luxury at this downtown Chicago sanctuary. The 8-room wellness center 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 P26,692
P31,334 total
includes taxes & fees
Dec 7 - Dec 8
Waldorf Astoria Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel 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, (1760)
Sophisticated luxury awaits at this downtown 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 P8,281
P11,260 total
includes taxes & fees
Nov 26 - Nov 27
Radisson Blu Aqua Hotel Chicago
Ballroom
Palmer House a Hilton Hotel

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, (2059)
Pampered indulgence defines this historic downtown 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 P6,261
P8,829 total
includes taxes & fees
Nov 23 - Nov 24
Palmer House a Hilton Hotel
Exterior
Chicago Athletic Association, a Hyatt 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, (1001)
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 P8,286
P11,798 total
includes taxes & fees
Nov 23 - Nov 24
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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Top Chicago Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"10/10 Highly Recommend! "
Jai 1-night trip
Posted 2 days ago
The Whitehall Hotel, BW Premier Collection

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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 Intl. 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 Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury accommodation 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 travelers looking for an elegant place to stay. The Royal Sonesta Chicago River North and LondonHouse Chicago, Curio Collection by Hilton are other upscale choices for your stay.
How many luxury hotels should I expect to find 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 temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Michigan Avenue, Navy Pier, and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Naval Base Great Lakes and Soldier Field.
How can I get around Chicago?
It's easier to get around town comfortably when you know your options. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.