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Featured Chicago 5 Star Hotels

See all 1,568 Properties in Chicago

Estimated price for 1 night/2 adults

Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 out of 5.0 401 N Wabash Ave, Chicago, IL
Free Cancellation
4.8/5 (2,388 reviews)
$244/ night for 2 guests

Everything is extremely clean, the staff is extremely friendly. My 1 negative was at check out one of the employees was very short with us and not friendly like everyone had been. He couldn’t wait for us to leave, we felt rushed.

Reviewed on Apr 24, 2019
The Langham, Chicago
The Langham, Chicago
5.0 out of 5.0 330 North Wabash Avenue, Chicago, IL
Free Cancellation
4.9/5 (1,265 reviews)
$315/ night for 2 guests

Great location, fabulous rooms, good swimming pool too

Reviewed on Apr 24, 2019
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago, IL
Free Cancellation
4.9/5 (1,136 reviews)
$440/ night for 2 guests

This hotel is luxurious with a dollop of luxury on top, friendly helpful staff, gorgeous rooms, Your treated like royalty, highly recommended

Reviewed on Apr 23, 2019
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
5.0 out of 5.0 120 East Delaware Place, Chicago, IL
4.7/5 (668 reviews)
$336/ night for 2 guests

This experience experience exceeded our expectations. The staff, amenities, the property is exceptional.

Reviewed on Apr 10, 2019
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5.0 out of 5.0 160 E Pearson Street, Chicago, IL
Free Cancellation
4.6/5 (1,324 reviews)
$260/ night for 2 guests

Great property! The amenities were outstanding and the location is just what we needed.

Reviewed on Apr 22, 2019
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 out of 5.0 11 E. Walton Street, Chicago, IL
Free Cancellation
4.7/5 (898 reviews)
$280/ night for 2 guests

Amazing service, gorgeous grounds (inside and out), wonderful experience!

Reviewed on Mar 29, 2019
Park Hyatt - Chicago
Park Hyatt - Chicago
5.0 out of 5.0 800 N Michigan Ave, Chicago, IL
Free Cancellation
4.7/5 (544 reviews)
$265/ night for 2 guests

The lake view is amazing and the location of the hotel is great.

Reviewed on Apr 21, 2019
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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

Loews Chicago Hotel
4.5 out of 5.0
Last booking: 18 minutes ago
Motel 6 Chicago NW - Rolling Meadows
2.0 out of 5.0
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The Drake, a Hilton Hotel
4.0 out of 5.0
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Red Roof Inn PLUS+ Chicago - Naperville
2.5 out of 5.0
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Extended Stay America - Chicago - Elmhurst - O'Hare
2.5 out of 5.0
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Extended Stay America - Chicago - Naperville - East
2.5 out of 5.0
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Edward Hotel Chicago
3.0 out of 5.0
Last booking: 52 minutes ago
The Westin Chicago North Shore
4.0 out of 5.0
Last booking: 1 hour ago
Wyndham Chicago O'Hare
3.0 out of 5.0
Last booking: 1 hour ago