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Featured Chicago 5 Star Hotels

See all 945 Hotels in Chicago
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

5300 N River Rd, Rosemont
5.0 out of 5.0
4.5 out of 5 (1,802 reviews)
Asked for a bathtub, offered complimentary upgradeGreat staff, asked for a bathtub, offered complimentary upgrade minutes later.
  Dec 9, 2017

$129

$129
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago
5.0 out of 5.0
4.4 out of 5 (2,284 reviews)
Awesome HotelThe Godfrey was amazing! Beautifully appointed rooms - great linens - quality toiletries - Starbucks coffee - accommodating staff - close to just about everything in downtown Chicago - yet away from the hustle and bustle. We had a wonderful stay and would highly recommend this hotel if you are looking ...
  Dec 11, 2017

$98

$98
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago
5.0 out of 5.0
4.2 out of 5 (2,108 reviews)
Right on the Mag Mile, Close to everythingMy girlfriend and I stayed here for two night to celebrate our one year anniversary, we couldn't have picked a better place. The hotel was very upscale, everything was absolutely perfect. The staff are amazingly helpful and even more friendly. We had no issues whatsoever with our stay. The restaurant ...
  Dec 12, 2017

$104

$104
Loews Chicago Hotel

Loews Chicago Hotel

455 North Park Drive, Chicago
5.0 out of 5.0
4.7 out of 5 (980 reviews)
Great stay at Loews 👍Great modern hotel Superb location Friendly helpful staff Great facilities and view from our standard room excellent Only slight complaint is that the room noise through the walls is quite loud and you can also hear pepoles conversation through the air ducts in the room. However I would absolutely ...
  Dec 9, 2017

$149

$149
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (678 reviews)
Impeccable hotelBest hotel in Chicago. Flawless experience. Staff was professional yet warm and friendly. The bedding was luxurious and the mattress firm.
  Dec 12, 2017

$305

$305
The James Chicago-Magnificent Mile

The James Chicago-Magnificent Mile

55 East Ontario Street, Chicago
5.0 out of 5.0
4.5 out of 5 (2,130 reviews)
Wonderful city hotel in great locationThe James is a stylish hotel in the heart of Chicago, a few minutes walk from Michigan ave. Great lobby and friendly welcoming staff.
  Dec 11, 2017

$103

$103
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago
5.0 out of 5.0
4.4 out of 5 (3,387 reviews)
Convenient for the event I attendedDisappointed because I thought I was getting a king bed ended up with with 2 doubles and could not get my Fairmont President Club points for my stay because it was booked through Expedia. The room was hot. No control with the thermostat.
  Dec 8, 2017

$119

$119
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago
5.0 out of 5.0
4.6 out of 5 (780 reviews)
I’m the middle of everything you want to do ! My boyfriend and I spent the weekend here and were able to walk everywhere in the feeezing cold. The staff was amazing. We’re already dying to go back!
  Dec 12, 2017

$109

$109
Kimpton Gray Hotel

Kimpton Gray Hotel

122 West Monroe Street, Chicago
5.0 out of 5.0
4.7 out of 5 (369 reviews)
nice hotel, great location, friendly staffgirls weekend away, close to the christkindle market, plenty of restaurants and shopping nearby. staff friendly and helpful
  Dec 12, 2017

$104

$104
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 (1,872 reviews)
Great hotel great weekend!The Trump Intl was Great in all ways- service, dining, room was clean, comfortable and kitchenette handy. Only complaint - bed was too soft . Recommend sliders in the Rebar with a glass of champagne while enjoying view. Look forward to next visit!
  Dec 11, 2017

$300

$300
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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.

Recently booked 5 Star Hotels in Chicago

DoubleTree by Hilton Chicago - Magnificent Mile
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Hyatt Regency Chicago
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Sofitel Chicago Magnificent Mile
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Wyndham Chicago O'Hare
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Waldorf Astoria Chicago
5.0 out of 5.0
Last booking: 30 minutes ago