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Featured Chicago 5 Star Hotels

See all 924 Hotels in Chicago
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 (1,845 reviews)
Birthday WeekendMy husband and I stayed here on our last night of our Chicago vacation for my birthday. Beautiful staff, wonderful comfort and service. Will be back!
  Nov 21, 2017

$300

$300
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (670 reviews)
Top of the line accommodations. Great room with great service! Would definitely recommend
  Nov 22, 2017

$305

$305
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (735 reviews)
Perfect location You can never go wrong with the Peninsula. Amazing hotel
  Nov 20, 2017

$360

$360
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.6 out of 5 (1,052 reviews)
Nice hotel, classy, good location My stay in the Ritz Carlton was exeptiional. Our room was in the 28th floor the view of the lake and the downtown was amazing. We booked the room with breakfast and parking we paid more for that but it worth every dollar. Excellent food and fast service from the valet team. The room was very clean ...
  Nov 23, 2017

$231

$231
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.8 out of 5 (681 reviews)
A Luxury that Exceeds all expectations I have stayed in lots of "boutique" hotels but haven't stayed in a place with the high reputation of a place like this. Everyone working at this place is at the top of their industry. From the bell staff to the front desk you can expect friendly, professional, and knowledgeable individuals. I certainly ...
  Nov 16, 2017

$295

$295
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (395 reviews)
Loved my stay. Hotel staff are wonderful. Definitely recommend. The location of this hotel is wonderful.
  Nov 22, 2017

$280

$280
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (540 reviews)
Absolutely the highest rating I can giveBesides being in THE perfect downtown location, this hotel has by far the best service imaginable.
  Nov 22, 2017

$340

$340
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Ready for an incredible adventure? Add even more pleasure on your next trip to Chicago by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chicago so popular in the last year. Come see what all the fuss is about. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. Book one of Expedia's luxurious 5-star hotels in Chicago and get ready to be pampered like never before. Don't wait any longer!

5-Star Hotels in Chicago

Don't be afraid to be pampered during your trip, along with the best conditions. Spa treatments, delicious meals, and one-on-one attention are all at your fingertips. We have a tremendous number of hotels in the region, and all of them provide awesome amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. How do you want to relax? A reflexology treatment that will leave you feeling great? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A full-body massage to help your cares fall away? Don't want to take our word for it? Then explore the 12,572 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? You're in luck. You'll find all kinds of activities in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals -- they'll be happy to sit down for a pint or a cuppa.

Your Getaway Starts Today

The results are in, and Chicago 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Don't put off your dream vacation any longer -- this is a great time to find 5-star hotel deals in @region! Decide on one of the 5-star hotels in Chicago today and relax in luxe surroundings when you're ready.