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Featured Chicago Luxury Hotel

See all 801 Hotels in Chicago
The James Chicago
The James Chicago
55 East Ontario Street, Chicago
4.5 out of 5.0
4.5 out of 5 (1,327 reviews)
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Excellent location My wife and I stayed at The James for 5 nights while we visited Chicago. An excellent location but it falls short of being an excellent hotel because of small little things. For example, the double toilet paper roll doesn't break on the same perforation on the upper tissue vs the lower tissue. Why? ...
  28 May 2017

C$207

C$207
Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
20 E Chestnut St, Chicago
4.5 out of 5.0
4.7 out of 5 (1,462 reviews)
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Very nice hotel in a great location. Great location with ease of getting to the L, Magnificent Mile, Lakeshore, etc. Some very nice restaurants around it. Nicely appointed rooms and a decent view of the city.
  28 May 2017

C$230

C$230
Chicago Athletic Association
Chicago Athletic Association
12 South Michigan Avenue, Chicago
4.5 out of 5.0
4.6 out of 5 (236 reviews)
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Great hotel in excellent central location We only stayed one night, but left wanting to return. CAA is very near Grant Park and the theater district- about 2 blocks from Private Bank theater where Hamilton is playing. It is very interesting from an architecture and design standpoint, they've done a great job keeping the heritage of the place ...
  18 May 2017

C$197

C$197
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (752 reviews)
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Trump we paid for a updated room which was nice but the lack of detail to repairs is evident, fireplace glass loose and ready to fall out, loose dishwasher handle, ripped back of chair. We asked to replace our dirty wine glasses and coffee mugs and they were not.
  23 May 2017

C$451

C$451
Loews Chicago O'Hare Hotel
Loews Chicago O'Hare Hotel
5300 N River Rd, Rosemont
4.5 out of 5.0
4.4 out of 5 (643 reviews)
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very nice hotel too short of a stay but very nice great location and great room
  28 May 2017

C$133

C$133
The Langham, Chicago
The Langham, Chicago
330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (251 reviews)
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Great hotel close to shopping, parks Great hotel, very nice rooms, very clean and close to Michigan avenue shopping and also close to Millennium Park. (Walking distance for both)
  24 May 2017

C$425

C$425
Thompson Chicago
Thompson Chicago
21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,071 reviews)
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Loved it!!! The Thompson hotel was amazing. We loved the area it was in! Surrounded by little restaurants and shopping. Very european feel. Hotel staff was incredible and helpful. Loved our room and view! We also used the car service and it was fabulous! We will definitely be back!
  11 May 2017

C$225

C$225
The Gwen, a Luxury Collection Hotel, Chicago
The Gwen, a Luxury Collection Hotel, Chicago
521 North Rush Street, Chicago
4.5 out of 5.0
4.5 out of 5 (812 reviews)
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Hotel full of potential The hotel was great. Close to the pier and the magnificent mile for shopping. Really Good services. Was only disappointed with the wifi and the deposit of $150 you add to pay extra on arrival wasn't expected . When I read my Expedia booking,it was saying I haven't got anymore payment to make . Extra ...
  16 May 2017

C$171

C$171
Ivy Hotel
Ivy Hotel
233 E Ontario, Chicago
4.5 out of 5.0
4.4 out of 5 (218 reviews)
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Great location Well located for business meetings with spacious rooms good for socializing with friends or working.
  24 May 2017

C$141

C$141
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
200 North Columbus Drive, Chicago
4.5 out of 5.0
4.4 out of 5 (1,218 reviews)
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Nice hotel, great location (centric) Good hotel, but furniture's a bit run down. Staff is super amicable and helpful.
  24 May 2017

C$203

C$203
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Luxury Hotel Guide in Chicago

Walking down The Magnificent Mile®, your eyes widen to marvel all of the beautiful things dotting the avenue. With tons of first-rate restaurants and designer shops, a stroll down this posh stretch of Chicago is only the beginning of a luxury vacation in the city.

  • Find the top deals on Chicago luxury hotels
  • Take your pick of rooms and suites that match all of your needs
  • Read verified reviews for advice on the top hotels in the area

While The Magnificent Mile® is one of the best places to start a vacation, it’s hardly the only thing to see in Chi-Town.

Check out the Art Institute of Chicago, which is home to over 300,000 works of art. The museum has featured everything from Byzantium and Greek collections to Japanese prints and local photography. If you like your art a little more in the air than on the ground, head to Willis Tower. Once the tallest building in America, the tower features its own historical exhibits at the top. It also includes an observation deck you can’t miss. Don’t worry if you feel a sway; the building was designed to do that. One thing you won’t mind swaying to is the music of the Chicago Symphony Orchestra. Commonly referred to as one of the “Big Five” orchestras in the country, it’s been generously praised for decades.

A lavish time doesn’t have to stop once you get back to your luxury hotel in Chicago. Choose a spot that offers amenities like in-house spas, 24/7 room service, and other perks to make you feel like the world-class traveller you are. And don’t worry about paying top dollar for it. Book your hotel in Chicago right here on Expedia.ca for the best discounts on accommodations in the city, including luxury rooms and suites.

With attractions like the symphony and The Magnificent Mile® awaiting you, you can count on nothing less than an elegant time in the Windy City.