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Featured Chicago 5 Star Hotels

See all 952 Hotels in Chicago
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.6 out of 5 (423 reviews)
The Best in Chicago!!What an incredibly beautiful property. It was recently renovated and it looks spectacular!!
  Aug 23, 2017

$297

$297
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (178 reviews)
Overnight in Chicago.Over night stay in Chicago en route home to Great Falls, MT, from a family visit in Buffalo, NY. Hotel was in a Great Location Downtown, our room had a GREAT view of the Lake and the staff was universally very friendly & helpful.Would stay here again & would hope for a longer visit to the "Windy ...
  Sep 18, 2017

$400

$400
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 (815 reviews)
The best placed hotel in chicagoWe have stayed in many nice city hotels but the Trump in Chicago is the best yet. The leisure facilities and spa on the 14th floor are the best we've experienced
  Sep 20, 2017

$276

$276
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (255 reviews)
Very enjoyable stay. Perfect location.Very enjoyable stay. Room is updated to a smart room, with about 4-5 Ipads. Very cool. We enjoyed the daily breakfast at the Lobby restaurant downstairs, with our $73 credit per day thru Expedia, made it very convenient and easy. Rick D, San Diego, CA.
  Sep 6, 2017

$399

$399
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (272 reviews)
Lovely hotel great downtown location Great hotel, excellent staff particularly in the bar
  Sep 15, 2017

$344

$344
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (244 reviews)
Great Hotel in a Great Location.Unfortunately only had a short overnight stay-- however, our dinner in the Hotel Restaurant was EXCELLENT. Staff was very friendly.
  Sep 18, 2017

$374

$374
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (142 reviews)
Fantatsic location, service, views, foodAs a frequent visitor to the Chicago area, there are several things that we look for...Location, service, rooms, character, stylish are among the most important. On-site restaurant was fantastic as well as close to other great spots. Love the amenities, such as LeLabo
  Sep 4, 2017

$326

$326
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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 Ritz-Carlton, Chicago
5.0 out of 5.0
Last booking: 8 minutes ago