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 $215

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Our top choices for South Loop 5-star hotels

Trump International Hotel & Tower Chicago

Downtown Chicago

Tammy Lynn

$469 nightly

Aug 9 - Aug 10

Total with taxes and fees

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Downtown Chicago

August

$525 nightly

Aug 9 - Aug 10

Total with taxes and fees

The Langham, Chicago

Downtown Chicago

Gregory

$522 nightly

Aug 9 - Aug 10

Total with taxes and fees

The Peninsula Chicago

Downtown Chicago

Charles

$650 nightly

Aug 9 - Aug 10

Total with taxes and fees

Waldorf Astoria Chicago

Downtown Chicago

Steve

$531 nightly

Aug 16 - Aug 17

Total with taxes and fees

The Ritz-Carlton, Chicago

Downtown Chicago

Caryn

$572 nightly

Aug 21 - Aug 22

Total with taxes and fees

Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Downtown Chicago

Girlynda

$475 nightly

Jul 26 - Jul 27

Total with taxes and fees

Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Downtown Chicago

Jennifer

$554 nightly

Aug 9 - Aug 10

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

$221 nightly

$259 total

Aug 21 - Aug 22

Total with taxes and fees

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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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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 $215

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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Our top choices for South Loop 5-star hotels