Find 5 Star Hotels in Chicago, IL from ¥27,310

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago 5 Star Hotels

This weekend
Next weekend

Compare Chicago 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1739)
"Beautiful hotel centrally located"
The price is ¥68,643
¥80,580 total
includes taxes & fees
Oct 19 - Oct 20
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1011)
"Great place to stay. "
The price is ¥80,921
¥94,994 total
includes taxes & fees
Oct 26 - Oct 27
The Langham, Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1012)
"Amazing hotel will be back for sure!"
The price is ¥93,013
¥109,187 total
includes taxes & fees
Sep 28 - Sep 29
The Peninsula Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1004)
"Amazing hotel"
The price is ¥86,106
¥101,080 total
includes taxes & fees
Oct 5 - Oct 6
Four Seasons Hotel Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1006)
"Simply love this hotel"
The price is ¥83,882
¥98,469 total
includes taxes & fees
Oct 5 - Oct 6
Waldorf Astoria Chicago

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"beautiful room and hotel great bar!"
The price is ¥93,013
¥109,190 total
includes taxes & fees
Sep 28 - Sep 29
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (728)
"Great location, amenities and staff. "
The price is ¥82,078
¥96,351 total
includes taxes & fees
Oct 26 - Oct 27
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1007)
"Beautiful place "
The price is ¥93,594
¥109,872 total
includes taxes & fees
Oct 5 - Oct 6
The Ritz-Carlton, Chicago

The St. Regis Chicago

5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
The price is ¥91,822
¥107,790 total
includes taxes & fees
Oct 23 - Oct 24
The St. Regis Chicago

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
Art Villa
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

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

Watch a baseball game at Wrigley Field, snap photos of your reflection in Cloud Gate and explore the Windy city’s fascinating museums.

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 ¥27,310

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

Explore a world of travel with Expedia