Compare and book 5 Star hotels in South Loop, Chicago

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Check availability on South Loop 5 Star Hotels

Our top choices for South 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)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is 11.051.040 ₫
12.972.817 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
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 10.873.434 ₫
12.764.323 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1005)
"Excellent service throughout the hotel"
United States
Karen
The price is 11.607.346 ₫
13.625.863 ₫ total
includes taxes & fees
16 Jan - 17 Jan 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, (1787)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is 7.827.820 ₫
9.189.078 ₫ 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 9.998.560 ₫
11.737.309 ₫ 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, (1002)
"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 9.727.013 ₫
11.418.540 ₫ total
includes taxes & fees
12 Jan - 13 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 8.386.950 ₫
9.845.442 ₫ 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, (1004)
"Festive, staff, food and bar all a perfect 10!"
United States
Angela
The price is 9.748.596 ₫
11.443.877 ₫ 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, (85)
"Nice place "
United States
John
The price is 11.735.152 ₫
13.775.894 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The St. Regis Chicago

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
Art Villa
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Top South Loop Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in South Loop?
Based on reviews by Expedia customers, The St. Regis Chicago is one of the top-rated retreats for a luxurious escape in the Central Chicago neighbourhood of South Loop. Want more 5-star hotels around the area? The Langham, Chicago and Trump International Hotel & Tower Chicago will cater to your high-end needs.
How much does it cost to stay in a 5-star hotel in South Loop?
You can find many different pricing options for 5-star hotels in South Loop on Expedia. How much you'll pay will depend on when you travel, trip length and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to discover the ideal upscale stay.

  • Search for the lowest price per night from 2.964.536 ₫

What makes a hotel 5 stars in South Loop?
In South Loop, a hotel needs to provide a specific number of upscale features to earn a 5-star rating. These may include on-site gyms, saunas and spas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You'll enjoy things like in-room massages, concierge services and nightly turn-down services. Some may even offer additional touches such as welcome gifts.

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