Find 5 Star Hotels in The Loop, IL from AED 400

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on The Loop 5 Star Hotels

Our top choices for The Loop 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is AED 1,543
AED 1,811 total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is AED 1,518
AED 1,782 total
includes taxes & fees
4 Jan - 5 January 2026
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Excellent service throughout the hotel"
United States
Karen
The price is AED 1,745
AED 2,048 total
includes taxes & fees
4 Jan - 5 January 2026
The Peninsula Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1777)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is AED 1,016
AED 1,192 total
includes taxes & fees
4 Jan - 5 January 2026
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is AED 1,484
AED 1,742 total
includes taxes & fees
21 Dec - 22 Dec
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is AED 1,598
AED 1,876 total
includes taxes & fees
2 Jan - 3 January 2026
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (757)
"Great location, amenities and staff. "
United States
Nicholas
The price is AED 1,131
AED 1,327 total
includes taxes & fees
21 Dec - 22 Dec
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is AED 1,361
AED 1,597 total
includes taxes & fees
2 Jan - 3 January 2026
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is AED 1,638
AED 1,923 total
includes taxes & fees
23 Dec - 24 Dec
The St. Regis Chicago
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 The Loop.
Still don't see what you're looking for?
See all properties in The Loop.
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.

Top The Loop Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in The Loop?
Enjoy the luxury experience at The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago. These are among the 5-star escapes around the Central Chicago neighborhood of The Loop that are rated highest by Expedia guests.
How much does it cost to stay in a 5-star hotel in The Loop?
You'll find various pricing options for 5-star hotels in The Loop on Expedia. How much you'll pay will depend on your travel dates, length of your trip and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to discover the ideal luxury stay.

  • Search for the lowest price per night from AED 400

What makes a hotel 5 stars in The Loop?
Faultless guest service is at the heart of every 5-star hotel in The Loop. From the moment you arrive, staff attend to your every need, whether arranging customized tours or providing a turn-down service. Plus, hotels have to offer top-rate conveniences to meet the standard for a 5-star rating. These can include luxury toiletries, an on-site spa, pools, gastronomic restaurants and knowledgeable concierge.

Explore a world of travel with Expedia