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

Find an upscale stay that includes your lodging, food, activities and entertainment in The Loop with our filters. Search for resorts with a 5-star rating and select the "All inclusive" filter. Make sure you check what's included in the upfront price. This way, you're ready to take advantage of all the perks on offer from the moment you step into the lobby.

What are the top 5-star spa hotels in The Loop?

Enjoy a blissful break from the rigors of daily life at one of our 5-star spa stays in or around The Loop. Standout options are The Peninsula Chicago , Trump International Hotel & Tower Chicago and The Langham, Chicago . Select from an array of rejuvenating treatments and therapeutic programs designed to improve your overall health and well-being.

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

Our site doesn't have any 5-star vacation rentals in The Loop. However, you can still find a few top-rated escapes where the only item on your agenda will be to unpack and enjoy yourself. View what's available by searching through our vacation rentals in The Loop .

The Best 5 Star Hotels in The Loop, IL from $273

A river with yellow boats, a bridge, and tall buildings.

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Our top choices for The Loop 5-star hotels

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

1. Four Seasons Hotel Chicago

Downtown Chicago

Teresa

$630 nightly

Oct 4 - Oct 5

Total with taxes and fees

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Jorge

$521 nightly

Oct 4 - Oct 5

Total with taxes and fees

3. The Langham, Chicago

Downtown Chicago

Saramae

$653 nightly

Oct 4 - Oct 5

Total with taxes and fees

4. The Peninsula Chicago

Downtown Chicago

Angela

$675 nightly

Oct 4 - Oct 5

Total with taxes and fees

5. Waldorf Astoria Chicago

Downtown Chicago

Victoria

$628 nightly

Oct 8 - Oct 9

Total with taxes and fees

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

6. Nobu Hotel Chicago

Downtown Chicago

Abhay

$509 nightly

Sep 20 - Sep 21

Total with taxes and fees

7. The Ritz-Carlton, Chicago

Downtown Chicago

Fred

$636 nightly

Oct 18 - Oct 19

Total with taxes and fees

Breakfast, lunch, dinner and brunch served

8. Park Hyatt Chicago

Downtown Chicago

Catherine

$675 nightly

Oct 18 - Oct 19

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 The Loop.

Hilton Chicago

720 S Michigan Ave Chicago IL

$229 nightly

$273 total

Sep 25 - Sep 26

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 The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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Frequently asked questions

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

Enjoy the luxury experience at The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago. These are among the 5-star escapes around the Central Chicago neighborhood of The Loop that are rated highest by Expedia guests.

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

You'll find various pricing options for 5-star hotels in The Loop on Expedia. How much you'll pay will depend on your travel dates, length of your trip and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to discover the ideal luxury stay.

Search for the lowest price per night from $273

What makes a hotel 5 stars in The Loop?

Faultless guest service is at the heart of every 5-star hotel in The Loop. From the moment you arrive, staff attend to your every need, whether arranging customized tours or providing a turn-down service. Plus, hotels have to offer top-rate conveniences to meet the standard for a 5-star rating. These can include luxury toiletries, an on-site spa, pools, gastronomic restaurants and knowledgeable concierge.

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