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Chicago Luxury Hotels

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Featured Chicago Luxury Hotels

See all 956 Hotels in Chicago
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 (834 reviews)
Hidden Gem! You have to stay here!The Gwen is a hidden gem! It is a beautiful, or shall I say gorgeous hotel. It's hidden and many people have never heard of it. But wow! I highly recommend this hotel. The rooms are tremendous! And clean! The bathrooms are huge and luxurious! I just can't say enough about this hotel! The front desk ...
  26 Jul 2017

C$212

C$212
Ivy Hotel

Ivy Hotel

233 E Ontario, Chicago
4.5 out of 5.0
4.4 out of 5 (226 reviews)
Amazing stayWe enjoyed our stay in the Executive Suite. It was our 2nd time staying here at the IVY. Our room was big and spacious. I love the bathroom. The tub is awesome and big. We were close enough to the places we wanted to go. It would've been great to have a tv guide to know what we were watching. Also, ...
  10 Jul 2017

C$205

C$205
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 (1,232 reviews)
Excellent location close to Millennium ParkGreat location, Room dusty, staff member checking us in did not inform us of facilities, etc.
  22 Jul 2017

C$222

C$222
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (259 reviews)
Exquisite hotel and amenities! We were there for the Rock n Roll Marathon and were very pleasantly surprised with how beautiful, clean and comfortable the Langham is! It's a fantastic location and very family-friendly!
  22 Jul 2017

C$417

C$417
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 (773 reviews)
Turn down service included chocolate bar for kids!
  21 Jul 2017

C$345

C$345
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
4.5 out of 5.0
4.6 out of 5 (252 reviews)
Iconic interior, great locationI've stayed at CAA a couple of times. The staff is always top-notch, the place is clean, and the drinks are strong. My sole issue is that every time I stay, I can not get the room temperature to adjust. There IS a thermostat unit on the wall in every room, but I'm starting to think they're for show. ...
  17 Jul 2017

C$236

C$236
The Palmer House Hilton

The Palmer House Hilton

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,472 reviews)
Nice Hotel. Very clean and convenient to the park and museum. Great shopping near by and plenty of good restaurants. We will stay at Palmer house again.
  25 Jul 2017

C$158

C$158
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (246 reviews)
Great location, close to everythingHave stayed here often. Great service, nice room, great technology and perfect location. One of our go to hotels when we get to the city.0
  15 Jul 2017

C$500

C$500
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.7 out of 5 (1,480 reviews)
Great locationThe pillows looked great on the bed but were horrible to sleep on! Way too puffy. We both woke up with sore necks! Room was quiet, clean and cool on a hot summer weekend.
  25 Jul 2017

C$265

C$265
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 (666 reviews)
Bed was very comfy. great location. Quick and easy check in. Modern hotel close to outlets.
  21 Jul 2017

C$161

C$161
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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.