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Featured Chicago 5 Star Hotels

See all 994 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 (1,946 reviews)
    Everything about this stay was wonderful, from the friendly check-in to the comfort of the room, the 2 Michelin star restaurant and the spa. Everyone calls you by name and so very pleasant. My husband and I enjoyed the couples experience at the spa and all the amenities such as the pool, saunas etc. ...
    Apr 16, 2018

    Trump International Hotel & Tower Chicago$228

    Trump International Hotel & Tower Chicago$228
    The Langham, Chicago

    The Langham, Chicago

    330 North Wabash Avenue, Chicago
      5.0 out of 5.0
       
       
      4.9 out of 5 (795 reviews)
      Wow- just wow!Loved every bit of my stay- the turndown service was awesome, the 6 foot long soaking tub was amazing, the spa was wonderful, the gym and pool were clean and relaxing. We also enjoyed breakfast and dinner at Travelle- excellent service and great food! We had fun cocktails at Travelle one night and ...
      Apr 16, 2018

      The Langham, Chicago$298

      The Langham, Chicago$298
      The Peninsula Chicago

      The Peninsula Chicago

      108 East Superior Street, Chicago
        5.0 out of 5.0
         
         
        4.9 out of 5 (811 reviews)
        Outstanding service and locationIt’s been a couple of years since I stayed at The Peninsula and this visit reminded me why it’s such a wonderful hotel....service, room comfort, location. The rooms have been renovated to include great tech features since my last stay. Loved it!
        Apr 16, 2018

        The Peninsula Chicago$319

        The Peninsula Chicago$319
        The Ritz-Carlton, Chicago

        The Ritz-Carlton, Chicago

        160 E Pearson Street, Chicago
          5.0 out of 5.0
           
           
          4.6 out of 5 (1,121 reviews)
          Centrally LocatedCentrally located within reasonable distance to airports.
          Apr 17, 2018
          Four Seasons Hotel Chicago

          Four Seasons Hotel Chicago

          120 East Delaware Place, Chicago
            5.0 out of 5.0
             
             
            4.7 out of 5 (572 reviews)
            Loved it.
            Apr 16, 2018
            Park Hyatt - Chicago

            Park Hyatt - Chicago

            800 N Michigan Ave, Chicago
              5.0 out of 5.0
               
               
              4.7 out of 5 (425 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
              Waldorf Astoria Chicago

              Waldorf Astoria Chicago

              11 E. Walton Street, Chicago
                5.0 out of 5.0
                 
                 
                4.8 out of 5 (720 reviews)
                Excellent HotelThe Waldorf is at the top of it's class for Chicago lodging, great location, great staff and all the comfort you want. My new favorite.
                Apr 6, 2018

                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

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