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Best 5 Star Hotels in Chicago, IL $254

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Featured Chicago 5 Star Hotels

See all 961 Hotels in Chicago
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (249 reviews)
Very classy.It was wonderful!!. My wife and I were in Chicago for our anniversary - our experience was fantastic. We would definitely recommend this hotel to anyone.
  Aug 8, 2017

$399

$399
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.6 out of 5 (422 reviews)
Girls WeekendWe had the most spectacular time at the Ritz. Myself and my 2 oldest friends (40 years +) splurged for the weekend. The Ritz could not have been more accommodating. We had the most beautiful room that had both the lake and city view. The staff was wonderful - handling our luggage and the car. We ...
  Aug 21, 2017

$254

$254
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (174 reviews)
Excellent Hotel in a perfect location in ChicagoWe were in Chicago for the weekend to celebrate our anniversary. We had originally reserved a "city view King" room, but when we checked in we were upgraded to a gorgeous corner suite on the 37th floor with a view of both the Lake and the city ... the person who checked us in asked if we were celebrating ...
  Aug 17, 2017

$320

$320
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 (785 reviews)
Excellent Hotel & ServicesExcellent Hotel,Superb Concierge & Wait Staff. Gorgeous Lake,City,and River Views. Posh Room accomodations.
  Aug 21, 2017

$276

$276
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (230 reviews)
Beautiful hotel. Amazing hotel. Great location. Staff is a bit overworked. Front desk didn't always answer the phone.
  Aug 19, 2017

$319

$319
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (267 reviews)
Lived up to the hypeTwo night, weekend stay to commence four week US holiday. Due to our flights being standby we could only book accommodation day of arrival so price was reasonable and thankfully available. Front desk service was exemplary, as you'd expect with this chain. We were upgraded to higher floor being Expedia ...
  Aug 19, 2017

$344

$344
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (137 reviews)
Great Location in the Middle of the MileWonderful location and Great Staff and service. This hotel is right on the Mile but adjacent to a small park which is a great place to sit and relax. All the amenities you need for a great getaway.
  Aug 17, 2017

$262

$262
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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

The Peninsula Chicago
5.0 out of 5.0
Last booking: 5 minutes ago