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Featured Chicago 5 Star Hotels

See all 974 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 (1,983 reviews)
    Greatest service and awsome lake viewEvery staff is kind and considerable. Room was great. The room has tje best view in chicago
    May 19, 2018

    Trump International Hotel & Tower Chicago$290

    Trump International Hotel & Tower Chicago$290
    The Langham, Chicago

    The Langham, Chicago

    330 North Wabash Avenue, Chicago
      5.0 out of 5.0
       
       
      4.9 out of 5 (826 reviews)
      New facilities, great location, good staffThe hotel is small compared to some others, which means the service is personal. Room amenities are great - very clean, comfortable and decent size.
      May 16, 2018

      The Langham, Chicago$336

      The Langham, Chicago$336
      The Ritz-Carlton, Chicago

      The Ritz-Carlton, Chicago

      160 E Pearson Street, Chicago
        5.0 out of 5.0
         
         
        4.6 out of 5 (1,141 reviews)
        Centrally LocatedCentrally located within reasonable distance to airports.
        Apr 17, 2018

        The Ritz-Carlton, Chicago$231

        The Ritz-Carlton, Chicago$231
        The Peninsula Chicago

        The Peninsula Chicago

        108 East Superior Street, Chicago
          5.0 out of 5.0
           
           
          4.9 out of 5 (828 reviews)
          Best hotel in ChicagoDefinitely the most luxury hotel in Chicago. I would highly recommend it to anyone!
          May 9, 2018

          The Peninsula Chicago$319

          The Peninsula Chicago$319
          Waldorf Astoria Chicago

          Waldorf Astoria Chicago

          11 E. Walton Street, Chicago
            5.0 out of 5.0
             
             
            4.8 out of 5 (732 reviews)
            Wonderful old world charmWe stayed for just a night over our anniversary weekend due to teaching commitments (I’m a professor and grades were due and graduation upon us). However, they made that night magical! Knowing it was our anniversary, Casey upgraded us to a suite free of charge. Everything was well appointed and the ...
            Apr 30, 2018

            Waldorf Astoria Chicago$293

            Waldorf Astoria Chicago$293
            Park Hyatt - Chicago

            Park Hyatt - Chicago

            800 N Michigan Ave, Chicago
              5.0 out of 5.0
               
               
              4.7 out of 5 (429 reviews)
              Would definitely go there again!This was one of my best experiences staying at hotel. Truth to be told I am not much of good lodging spender but both times I stayed at Hyatt it was unforgettable experience! The pool was excellent, Jacuzzi and steam room, the restaurant and bar are top level. Stuff is friendly and nice.
              Mar 26, 2018

              Park Hyatt - Chicago$295

              Park Hyatt - Chicago$295
              Four Seasons Hotel Chicago

              Four Seasons Hotel Chicago

              120 East Delaware Place, Chicago
                5.0 out of 5.0
                 
                 
                4.7 out of 5 (575 reviews)
                Birthday celebration Excellent rooms and service. Housekeeping always prompt when we request some necessity.
                Apr 22, 2018

                Four Seasons Hotel Chicago$320

                Four Seasons Hotel Chicago$320
                Map

                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.