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Check availability on Chicago Luxury Hotels

Tonight
25 Nov - 26 Nov
Tomorrow
26 Nov - 27 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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, (1781)
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 9.691.710 ₫
11.377.098 ₫ total
includes taxes & fees
8 Dec - 9 Dec
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, (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 12.040.844 ₫
14.134.746 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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, (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 13.338.166 ₫
15.657.583 ₫ total
includes taxes & fees
8 Dec - 9 Dec
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)
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 5.131.363 ₫
6.797.432 ₫ total
includes taxes & fees
23 Dec - 24 Dec
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, (2231)
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 4.484.176 ₫
6.037.700 ₫ total
includes taxes & fees
11 Dec - 12 Dec
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, (1280)
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 3.562.824 ₫
4.960.079 ₫ total
includes taxes & fees
7 Dec - 8 Dec
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, (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 11.055.142 ₫
12.977.632 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Waldorf Astoria Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool 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, (1785)
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 3.688.571 ₫
5.015.425 ₫ total
includes taxes & fees
14 Dec - 15 Dec
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, (2096)
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 2.702.105 ₫
3.831.051 ₫ total
includes taxes & fees
23 Dec - 24 Dec
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, (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 3.163.440 ₫
4.636.232 ₫ total
includes taxes & fees
7 Dec - 8 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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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.
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.