Find 5 Star Hotels in The Loop, IL from AED 256

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Compare The Loop 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1434)
"I had to pay fomy upgrade "
The price is AED 1,446
AED 1,698 total
includes taxes & fees
27 Nov - 28 Nov
Trump International Hotel & Tower Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is AED 1,928
AED 2,264 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is AED 1,678
AED 1,969 total
includes taxes & fees
22 Dec - 23 Dec
The Langham, Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Felt like royalty during my stay thank you "
The price is AED 1,377
AED 1,617 total
includes taxes & fees
16 Dec - 17 Dec
Waldorf Astoria Chicago
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (573)
"Nice "
The price is AED 1,154
AED 1,354 total
includes taxes & fees
15 Dec - 16 Dec
Nobu Hotel Chicago
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Needs an update "
The price is AED 1,524
AED 1,789 total
includes taxes & fees
15 Dec - 16 Dec
Four Seasons Hotel Chicago
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1003)
"Top notch hotel in a great location. Home away from home feel. Stellar customer service. Restaurant onsite with a great bar and stunning views. For discerning travelers this is about as good as it gets in Chicago. "
The price is AED 1,513
AED 1,776 total
includes taxes & fees
22 Dec - 23 Dec
Park Hyatt Chicago
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"A beautiful hotel with lovely amenities!! 10/10 "
The price is AED 1,418
AED 1,665 total
includes taxes & fees
15 Dec - 16 Dec
The Ritz-Carlton, Chicago
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (46)
"The cleaning services were lacking. We had to ask to have our room cleaned when it still wasn’t cleaned at 5pm. They forgot to refill the coffee pods and water 1 day. And left used towels after one of the cleaning. Sub-par performance for a hotel at these prices."
The price is AED 1,737
AED 2,039 total
includes taxes & fees
16 Dec - 17 Dec
The St. Regis Chicago
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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.

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 AED 256

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.
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.