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Featured Chicago 5 Star Hotels

See all 970 Properties in Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
5.0 out of 5.0
 
 
4.8 out of 5 (2,008 reviews)
Best room I've ever stayed in in the US5 stars treatment from every staff member (especially the receptionist), large and well equipped room, great gym. If they had some kind of jetlag kit (Advil, tomato juice/electrolyte water) in the room that would've been perfect for international travelers I wish I could've stayed for another day. ...
Jun 13, 2018

Trump International Hotel & Tower Chicago$274

Trump International Hotel & Tower Chicago$274
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
5.0 out of 5.0
 
 
4.9 out of 5 (850 reviews)
5 starsEverything about this hotel is the ultimate in luxury. Comfort, amenities and service. Comfortable bed, spacious room but the bathroom is beyond amazing.
May 30, 2018
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
    5.0 out of 5.0
     
     
    4.6 out of 5 (1,161 reviews)
    Quick business tripThis is the nicest property we’ve stayed in in Chicago. Clean comfortable impeccable.
    Jun 13, 2018
    The Peninsula Chicago

    The Peninsula Chicago

    108 East Superior Street, Chicago
    • Free Cancellation
    • Reserve now, pay when you stay
    5.0 out of 5.0
     
     
    4.9 out of 5 (839 reviews)
    The best hotel ....A real treat to stay here. The rooms are very comfortable with everything you need, and the staff are very friendly, super professional and very helpful indeed. We will definitely be back.
    May 28, 2018
    Waldorf Astoria Chicago

    Waldorf Astoria Chicago

    11 E. Walton Street, Chicago
    • Free Cancellation
    • Reserve now, pay when you stay
    5.0 out of 5.0
     
     
    4.8 out of 5 (742 reviews)
    Stay in Chicago Loved the suite we had at the Waldorf, it was well appointed and very clean and comfortable
    Jun 14, 2018

    Waldorf Astoria Chicago$284

    Waldorf Astoria Chicago$284
    Park Hyatt - Chicago

    Park Hyatt - Chicago

    800 N Michigan Ave, Chicago
    • Free Cancellation
    • Reserve now, pay when you stay
    5.0 out of 5.0
     
     
    4.7 out of 5 (435 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
    Four Seasons Hotel Chicago

    Four Seasons Hotel Chicago

    120 East Delaware Place, Chicago
    • Free Cancellation
    • Reserve now, pay when you stay
    5.0 out of 5.0
     
     
    4.7 out of 5 (584 reviews)
    Birthday celebration Excellent rooms and service. Housekeeping always prompt when we request some necessity.
    Apr 22, 2018
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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

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