Five Star Hotels in Chicago

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Top 5 Stars Hotels in Chicago

Lobby
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"The hotel is lovely. Room service was subpar given the price. Also, one day my room was not made up despite having the service button on nearly all all day."
The price is S$757
includes taxes & fees
16 Jun - 17 Jun
The Langham, Chicago
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1002)
"Very friendly, clean and beautiful hotel. "
The price is S$829
includes taxes & fees
27 May - 28 May
The Peninsula Chicago
Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (978)
"Great location. Very clean. Recently updated. restaurant and bar are great. "
The price is S$782
includes taxes & fees
26 May - 27 May
Park Hyatt Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Definite five star hotel service is extraordinary"
The price is S$774
includes taxes & fees
26 May - 27 May
Four Seasons Hotel Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1000)
"Amazing and beautiful hotel top tier customer service. "
The price is S$813
includes taxes & fees
27 May - 28 May
Waldorf Astoria Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1192)
"The best hotel hands down!"
The price is S$587
includes taxes & fees
23 May - 24 May
Trump International Hotel & Tower Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago
5.0 star property
9.2 out of 10, Wonderful, (465)
"Thank you for making us feel so special! "
The price is S$630
includes taxes & fees
27 May - 28 May
Nobu Hotel Chicago
Exterior
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1004)
"The hotel was beautiful, great location, amazing view of the water, and the staff couldn't have been nicer. It was our wedding anniversary and they took such good care of us. 10/10 would stay there again. "
The price is S$594
includes taxes & fees
26 May - 27 May
The Ritz-Carlton, Chicago
Indoor pool
The St. Regis Chicago
5.0 star property
8.4 out of 10, Very good, (17)
"This place is perfect. Great restaurant at Miru, staff is excellent, location is perfect, room is awesome, gym is huge and perfectly appointed, spa is top notch. This hotel should be in the 9.5 rating level and it probably will be soon enough."
The price is S$1,019
includes taxes & fees
16 Jun - 17 Jun
The St. Regis Chicago

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
The price is S$194 per night from May 27 to May 28
S$194
per night
27 May - 28 May
7.6/10 Good! (2,583 reviews)
Still don't see what you're looking for?
See all properties in Chicago.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay in Luxury: 5 Star Hotels in Chicago

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Chicago trip. You'll join the multitudes of holidaymakers who have made Chicago so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Chicago and indulge in the finer things in life for a while.

5-Star Hotels in Chicago

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chicago are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Chicago 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Chicago! Choose one of our Chicago 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


Expedia India is rated 4 stars by Feefo based on 1038 reviews