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Featured Chicago 5 Star Hotels

See all 1,283 Properties in Chicago
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 out of 5.0 401 N Wabash Ave, Chicago
Free Cancellation
4.8/5 (2,096 reviews)
$276/ nightfor 2 guests

Could not have been better. The Hotel smelled wonderful. The service was amazing. The beds comfortable. The room was spacious. The room service was amazing. The view was gorgeous. The location was the best. We even used the house car.

Reviewed on Nov 14, 2018
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago
Free Cancellation
4.9/5 (945 reviews)
$380/ nightfor 2 guests

Amazing attention to detail by every single employee at the hotel. Excellent stay!

Reviewed on Nov 15, 2018
The Langham, Chicago
The Langham, Chicago
5.0 out of 5.0 330 North Wabash Avenue, Chicago
Free Cancellation
4.9/5 (1,012 reviews)
$305/ nightfor 2 guests

Amazing service and amazing staff. This is the nicest hotel I have ever stayed in!

Reviewed on Nov 13, 2018
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 out of 5.0 11 E. Walton Street, Chicago
Free Cancellation
4.8/5 (834 reviews)
$256/ nightfor 2 guests

One of the very best hotel experiences I have ever had!

Reviewed on Oct 26, 2018
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5.0 out of 5.0 160 E Pearson Street, Chicago
Free Cancellation
4.6/5 (1,243 reviews)
$224/ nightfor 2 guests

Great hotel... in a perfect location in the city.. close to everything

Reviewed on Nov 5, 2018
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
5.0 out of 5.0 120 East Delaware Place, Chicago
Free Cancellation
4.7/5 (625 reviews)
$293/ nightfor 2 guests

Convenient location Clen Comfortable Corteous staff

Reviewed on Nov 9, 2018
Park Hyatt - Chicago
Park Hyatt - Chicago
5.0 out of 5.0 800 N Michigan Ave, Chicago
Free Cancellation
4.7/5 (477 reviews)
$227/ nightfor 2 guests

This property was beautiful throughout. Our room was comfortable yet stylish. The bed was extremely comfortable. Exceptionally clean; breathtaking view. We had never stayed at the Hyatt. Your staff was kind and patient. Your room service person was so friendly first thing in the morning! Door staff ...

Reviewed on Nov 5, 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

Carlton Inn Midway
2.0 out of 5.0
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Extended Stay America Chicago - Burr Ridge
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The Whitehall Hotel
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Omni Chicago Suites - Magnificent Mile
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2.5 out of 5.0
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Super 8 by Wyndham Chicago Northlake O'Hare South
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Red Roof Inn Chicago - Joliet
2.0 out of 5.0
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