Are there any 5-star all-inclusive resorts in South Loop?

Our handy filters are the best way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most luxurious hotels in South Loop where your meals, accommodations, entertainment and activities are included in the price. At these retreats, your trip is pure leisure from the moment you pull up to the entrance.

Are there any 5-star vacation rentals in South Loop?

Our site doesn't have any 5-star vacation rentals in South Loop. However, you will still find some top-rated retreats where the only item on your agenda will be to kick back and have fun. View what's available by browsing our vacation rentals in South Loop .

The Best 5 Star Hotels in South Loop, IL from $138

A cityscape with tall buildings, including a prominent skyscraper with a spire.

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Our top choices for South Loop 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Downtown Chicago

ryan

$495 nightly

Nov 22 - Nov 23

Total with taxes and fees

A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Cecille

$461 nightly

Nov 1 - Nov 2

Total with taxes and fees

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

3. The Peninsula Chicago

Downtown Chicago

Vincent Haley

$625 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

4. The Langham, Chicago

Downtown Chicago

Saramae

$522 nightly

Nov 22 - Nov 23

Total with taxes and fees

A hotel entrance with a fountain, a car, and a person standing by the entrance.

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

$489 nightly

Nov 22 - Nov 23

Total with taxes and fees

A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

$386 nightly

Nov 24 - Nov 25

Total with taxes and fees

A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.

7. Nobu Hotel Chicago

Downtown Chicago

Abhay

$360 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

8. Park Hyatt Chicago

Downtown Chicago

Tom

$464 nightly

Nov 22 - Nov 23

Total with taxes and fees

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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.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

$212 nightly

$248 total

Nov 22 - Nov 23

Total with taxes and fees

8.6/10 Excellent! (2,570 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about South Loop

South of downtown Chicago, this neighborhood features cultural activities, sports and convention centers and a great dining and nightlife scene.

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A bridge with red railings and a city skyline in the background.

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Frequently asked questions

What are the best 5-star hotels in South Loop?

Get the luxury experience at The Langham, Chicago, Trump International Hotel & Tower Chicago and Nobu Hotel Chicago. These are among the 5-star retreats around the Central Chicago neighborhood of South Loop that are rated best by our guests.

How much does it cost to stay in a 5-star hotel in South Loop?

You'll find a variety of pricing options for a 5-star hotel in South Loop on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare available properties for your chosen dates and use our pricing and other filters to discover the perfect upscale stay.

Search for the lowest price per night from $138

What makes a hotel 5 stars in South Loop?

Flawless guest service is integral to every 5-star hotel in South Loop. From the minute you step through the door, staff cater to your every need, whether arranging customized tours or providing a nightly turn-down service. Also, hotels must feature superior conveniences to be eligible for a 5-star rating. These can include luxury toiletries, spa facilities, swimming pools, gastronomic kitchens and knowledgeable concierge.

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