Compare and book 5 Star hotels in South Loop, Chicago

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Top South Loop 5 Star Hotels

Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1462)
"Very nice staff and very welcoming. The bathrobes could be whiter or cleaner and the bath water has a ton of chlorine in it. Other than that it is very nice."
The price is 8.113.781 ₫
9.524.752 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2025
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Needs an update "
The price is 9.036.525 ₫
10.607.977 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2025
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Great"
The price is 8.909.250 ₫
10.458.569 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2025
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"The staff is wonderful at the Waldorf. "
The price is 10.882.013 ₫
12.774.395 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2025
Waldorf Astoria Chicago
Park Hyatt Chicago
Premium bedding, down duvets, pillow-top beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Loved our stay. "
The price is 9.411.986 ₫
11.048.730 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2025
Park Hyatt Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is 12.091.125 ₫
14.193.772 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2025
The Peninsula Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (595)
"I absolutely loved my stay at this hotel. The Japanese minimalism shown in their rooms and lobby was absolutely stunning. The rooms were so clean and it was in a safe area. The staff were so friendly and accommodating. Would stay here again. The only down side was the sauna was out of order but other than that it was beautiful. Highly recommend! "
The price is 9.036.525 ₫
10.608.117 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2025
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Can’t wait to return "
The price is 8.438.333 ₫
9.905.759 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2025
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (48)
"I loved it "
The price is 11.454.750 ₫
13.446.732 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2025
The St. Regis Chicago
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in South Loop.
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 2.704.594 ₫ per night from 12 Jan to 13 Jan
2.704.594 ₫
3.174.923 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2025
8.2/10 Very Good! (3,364 reviews)
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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 2.704.594 ₫

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.
Are there any 5-star all-inclusive resorts in South Loop?
Our filter tool is the easiest way to narrow down what you’re looking for. Select “All inclusive” and “5-star” to see the most upscale hotels in South Loop where your lodging, meals, entertainment and activities are included in the upfront price. At these retreats, your trip is pure indulgence from the moment you enter the lobby.
What are the top 5-star spa hotels in South Loop?
Immerse yourself in a wide range of spa treatments and services at Trump International Hotel & Tower Chicago. Alternatively, prioritise your health and well-being and focus on self-care at The Langham, Chicago or The St. Regis Chicago. These premium 5-star spa retreats are all located in or around South Loop.
Are there any 5-star holiday rentals in South Loop?
Our site doesn’t have any 5-star holiday rentals in South Loop. However, you will still find a range of top-rated retreats where the only thing on your agenda will be to unpack and have fun. Discover what’s available by searching through our holiday rentals in South Loop.