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Featured Chicago 5 Star Hotels

See all 916 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 (1,830 reviews)
Elegant Comfort and Central to All AttractionsThe room was so plush but not garish. The tower was great as a tourist because it's in the center of the city and easy to see from around town to get back to while exploring. The room cleaning service was excellent. There was a small issue with check in and the management was right on it. I am very ...
  Nov 13, 2017

$276

$276
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (664 reviews)
We stayed at the club level, the lounge has gorgeous view! Hope they are open later than 9pm.
  Nov 17, 2017

$278

$278
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (733 reviews)
Top notch, five star property. Great location. Room was large, spotless and quiet. Staff was outstanding.
  Nov 6, 2017

$399

$399
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.8 out of 5 (679 reviews)
A Luxury that Exceeds all expectations I have stayed in lots of "boutique" hotels but haven't stayed in a place with the high reputation of a place like this. Everyone working at this place is at the top of their industry. From the bell staff to the front desk you can expect friendly, professional, and knowledgeable individuals. I certainly ...
  Nov 16, 2017

$275

$275
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.6 out of 5 (1,049 reviews)
Awesome staff and location. The room was a little too cold but after pumping up the heater, I was fine.
  Nov 15, 2017

$237

$237
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (392 reviews)
Location. Location. Location.The location is excellent. The area is very nice. You have al to of shops and restaurants around. I felt like the hotel we a little bit old, but at the end it was a wonderful stay.
  Nov 10, 2017

$275

$275
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (536 reviews)
Staff always goes above and beyond! Our favorite place to stay in Chicago!
  Oct 27, 2017

$340

$340
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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

Waldorf Astoria Chicago
5.0 out of 5.0
Last booking: 2 minutes ago