Chicago 5 Stars Hotels

  • 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

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, (1,001 reviews)
"Great Hotel on all levels"
United States
Demetrios
The price is NT$13,928
NT$16,350 total
includes taxes & fees
Apr 5 - Apr 6
The Langham, Chicago
Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"The spa was relaxing and the staff was so kind."
United States
Gordon
The price is NT$16,809
NT$19,733 total
includes taxes & fees
Mar 19 - Mar 20
The Peninsula Chicago
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"staff was great /rooms were clean /Great location "
United States
peggy
The price is NT$12,647
NT$14,846 total
includes taxes & fees
Apr 1 - Apr 2
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, (1,851 reviews)
"Great hotel"
United States
Mark
The price is NT$11,887
NT$13,954 total
includes taxes & fees
Mar 22 - Mar 23
Trump International Hotel & Tower Chicago
Breakfast, lunch, dinner served; American cuisine, alfresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is NT$13,199
NT$15,495 total
includes taxes & fees
Mar 29 - Mar 30
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)
"Staff, room and accommodations were superb! "
United States
William
The price is NT$13,127
NT$15,410 total
includes taxes & fees
Mar 22 - Mar 23
Waldorf Astoria Chicago
Designer toiletries, hair dryer, bathrobes, towels

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (801 reviews)
"Great location, lovely hotel "
United States
Kristin
The price is NT$10,206
NT$11,981 total
includes taxes & fees
Mar 22 - Mar 23
Nobu Hotel Chicago
Cafe

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
"great location"
United States
Curtis
The price is NT$12,679
NT$14,884 total
includes taxes & fees
Mar 22 - Mar 23
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, (102 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 NT$14,280
NT$16,763 total
includes taxes & fees
Mar 29 - Mar 30
The St. Regis Chicago
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 NT$4,175 per night from Mar 23 to Mar 24
NT$4,175
NT$4,900 total
Mar 23 - Mar 24
includes taxes & fees
8.6/10 Excellent! (5,742 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

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 vacation dates, length of stay and other factors. Compare all of the available accommodations 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 NT$4,900

What makes a hotel 5 stars in Chicago?
Flawless guest service characterizes every 5-star hotel in Chicago. From the minute you arrive, staff are at your beck and call, whether arranging customized 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 center, swimming pools, gourmet kitchens and knowledgeable concierge.

Explore a world of travel with Expedia