The Loop Hotel Guide - 5 Stars Hotels in The Loop, Chicago

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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, (1002)
"Not a five star hotel"
United States
Bruce
The price is Rp6.991.320
Rp8.207.110 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, (1001)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is Rp6.878.960
Rp8.075.211 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Excellent service throughout the hotel"
United States
Karen
The price is Rp7.557.450
Rp8.871.652 total
includes taxes & fees
22 Dec - 23 Dec
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, (1785)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is Rp4.602.619
Rp5.403.013 total
includes taxes & fees
4 Jan - 5 Jan 2026
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1001)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is Rp6.325.480
Rp7.425.482 total
includes taxes & fees
11 Jan - 12 Jan 2026
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 Rp6.159.020
Rp7.230.073 total
includes taxes & fees
2 Jan - 3 Jan 2026
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (758)
"The staff were excellent!!! The atmosphere was wonderful. Amber Clinton was especially helpful. She communicated with us very well and gave great options for an itinerary to enjoy our stay. She’s the best!! "
United States
Delores
The price is Rp5.305.912
Rp6.228.610 total
includes taxes & fees
4 Jan - 5 Jan 2026
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
"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 Rp6.167.343
Rp7.239.845 total
includes taxes & fees
2 Jan - 3 Jan 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, (84)
"Nice place "
United States
John
The price is Rp7.424.116
Rp8.715.170 total
includes taxes & fees
1 Jan - 2 Jan 2026
The St. Regis Chicago
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Top The Loop Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in The Loop?
The Langham, Chicago is among the leading options around the Central Chicago neighbourhood of The Loop according to Expedia customer reviews. Trump International Hotel & Tower Chicago and The St. Regis Chicago are other 5-star hotels in this area that rate highly with guests.
How much does it cost to stay in a 5-star hotel in The Loop?
You'll find several pricing options for a 5-star hotel in The Loop on Expedia. The amount you pay will depend on your holiday dates, length of stay and other factors. Compare available accommodation for your chosen dates and make use of our pricing and other filters to discover the ideal high-end stay.

  • Search for the lowest price per night from Rp1.875.838

What makes a hotel 5 stars in The Loop?
Impeccable guest service is the foundation of every 5-star hotel in The Loop. From the moment you enter the lobby, staff attend to your every need, whether arranging valet parking or providing in-room massages. Additionally, hotels must offer top-rate conveniences to be considered for a 5-star rating. These can include luxury bathrooms, a wellness centre, pools, gourmet kitchens and knowledgeable concierge.