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Featured Chicago 5 Star Hotels

See all 1,281 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 (2,209 reviews)
$260/ nightfor 2 guests

Service was amazing and quality of hotel was 5 star. Impressed.

Reviewed on Jan 15, 2019
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago
Free Cancellation
4.9/5 (1,027 reviews)
$375/ nightfor 2 guests

Wonderful hotel and staff. The pool staff was amazing to our children.

Reviewed on Jan 19, 2019
The Langham, Chicago
The Langham, Chicago
5.0 out of 5.0 330 North Wabash Avenue, Chicago
Free Cancellation
4.9/5 (1,099 reviews)
$304/ nightfor 2 guests

Beautiful hotel and great staff, everyone remembered our names the entire stay.

Reviewed on Jan 14, 2019
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5.0 out of 5.0 160 E Pearson Street, Chicago
Free Cancellation
4.6/5 (1,280 reviews)
$251/ nightfor 2 guests

Great location, off Magnificent Mile. Two issues, were resolved immediately. Staff is more than willing to assist. Beautiful views and lovely room. Suite with two showers. Amazing and comfy. The only thing I would suggest for this hotel is, don’t assume people are married. I’m not Mrs. HisLastName. ...

Reviewed on Jan 11, 2019
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 out of 5.0 11 E. Walton Street, Chicago
Free Cancellation
4.8/5 (861 reviews)
$298/ nightfor 2 guests

It was a first-class place, I would refer anyone to go there. And I'll guarantee that I will be back without a doubt

Reviewed on Dec 31, 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 (641 reviews)
$336/ nightfor 2 guests

This property hasn’t missed a beat since opening oh so many years ago. Although there are recent shiny newcomers to the 5-Star offerings in this great city, this Four Seasons is as distinguished as ever among the lot. They set the bar that others follow. End of story.

Reviewed on Jan 9, 2019
Park Hyatt - Chicago
Park Hyatt - Chicago
5.0 out of 5.0 800 N Michigan Ave, Chicago
Free Cancellation
4.7/5 (503 reviews)
$235/ nightfor 2 guests

Loved the large bathtub. The doors were heavy though and hard to keep closed.

Reviewed on Jan 7, 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

The Talbott Hotel
4.0 out of 5.0
Last booking: 6 minutes ago
Congress Plaza Hotel
3.5 out of 5.0
Last booking: 8 minutes ago
Hyatt Regency Lisle near Naperville
3.5 out of 5.0
Last booking: 8 minutes ago
Best Western At O'Hare
3.0 out of 5.0
Last booking: 8 minutes ago
Red Roof Inn Chicago - Downers Grove
2.0 out of 5.0
Last booking: 8 minutes ago
The St. Clair Hotel – Magnificent Mile
2.5 out of 5.0
Last booking: 12 minutes ago
Fairfield Inn & Suites by Marriott Chicago Naperville/Aurora
2.5 out of 5.0
Last booking: 12 minutes ago
Kimpton Hotel Allegro
4.0 out of 5.0
Last booking: 12 minutes ago
Holiday Inn Express Chicago NW - Arlington Heights
2.5 out of 5.0
Last booking: 13 minutes ago