Five Star Hotels in Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago 5 Star Hotels

Tonight
3 Apr - 4 Apr
Tomorrow
4 Apr - 5 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Chicago 5-star hotels

Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Phenomenal stay"
United Kingdom
Bright
The price is S$675
includes taxes & fees
26 Apr - 27 Apr
The Langham, Chicago
Front of property – evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,000 reviews)
"Excellent location. "
United States
Chrysostomos
The price is S$791
includes taxes & fees
5 Apr - 6 Apr
The Peninsula Chicago
Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"Great location, beautiful hotel and friendly staff"
Canada
Kevin
The price is S$626
includes taxes & fees
26 Apr - 27 Apr
Four Seasons Hotel Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,848 reviews)
"Great hotel"
United States
Mark
The price is S$559
includes taxes & fees
19 Apr - 20 Apr
Trump International Hotel & Tower Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Very nice pleasant place to stay all the mint teas that you want in the hotel in the round great staff"
United States
Leslie
The price is S$659
includes taxes & fees
5 Apr - 6 Apr
Park Hyatt Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is S$700
includes taxes & fees
5 Apr - 6 Apr
Waldorf Astoria Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (812 reviews)
"Great location, lovely hotel "
United States
Kristin
The price is S$499
includes taxes & fees
19 Apr - 20 Apr
Nobu Hotel Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent service, room was very clean. The food at the on site restaurant was great as well."
United States
Nakita
The price is S$598
includes taxes & fees
19 Apr - 20 Apr
The Ritz-Carlton, Chicago
2 restaurants, breakfast served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (104 reviews)
"The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again "
United States
Eddie
The price is S$745
includes taxes & fees
5 Apr - 6 Apr
The St. Regis Chicago
Terrace/patio

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
The price is S$215 per night from 12 Apr to 13 Apr
S$215
12 Apr - 13 Apr
includes taxes & fees
8.6/10 Excellent! (5,811 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.

Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago
City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Top Chicago Hotel Reviews

Find out more about Chicago

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

Frequently asked questions

What are the best 5-star hotels in Chicago?
Based on Expedia guest reviews, The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago are among the best 5-star hotels in Chicago. Providing top-quality amenities and unmatchable service, you'll enjoy an indulgent and memorable stay.
How much does it cost to stay in a 5-star hotel in Chicago?
You'll find many different pricing options for a 5-star hotel in Chicago on Expedia. The amount you pay will depend on your holiday dates, length of stay and other factors. Compare all of the available accommodation for your chosen dates and use our pricing and other filters to discover the perfect luxury stay.

  • Search for the lowest price per night from S$215

What makes a hotel 5 stars in Chicago?
Flawless guest service chatacterises every 5-star hotel in Chicago. From the minute you arrive, staff are at your beck and call, whether arranging customised tours or providing in-room massage treatments. What's more, hotels must offer upscale conveniences to qualify for a 5-star rating. These can include luxury bathrobes, a wellness centre, swimming pools, gourmet kitchens and knowledgeable concierge.

Explore a world of travel with Expedia