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 $131

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

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Our top choices for The 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

$500 nightly

Nov 22 - Nov 23

Total with taxes and fees

A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Matthew

$461 nightly

Nov 15 - Nov 16

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

Ana

$540 nightly

Nov 22 - Nov 23

Total with taxes and fees

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

$502 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

$495 nightly

Nov 22 - Nov 23

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

$369 nightly

Nov 22 - Nov 23

Total with taxes and fees

A couple dining at a table with a view of a cityscape and a sunset.

8. Park Hyatt Chicago

Downtown Chicago

Tom

$438 nightly

Nov 22 - Nov 23

Total with taxes and fees

A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

9. The St. Regis Chicago

Downtown Chicago

Alise

$536 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 The Loop.

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL

$119 nightly

$141 total

Dec 3 - Dec 4

Total with taxes and fees

8.6/10 Excellent! (1,020 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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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 $131

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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