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

Use Expedia's filter tool to find an upscale getaway in The Loop where most of what you need is included in the price. After your initial search, narrow down your results for accommodation that have a 5-star rating and are described as "All inclusive." The most important thing to look forward to at these stays? Relaxation and enjoyment.

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

Enjoy a wide range of spa treatments and rejuvenating therapies at The St. Regis Chicago . Alternatively, prioritise your well-being and focus on self-care at Trump International Hotel & Tower Chicago or The Langham, Chicago . These premium 5-star spa stays are located in or near The Loop.

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

Although you won't find any 5-star holiday rentals in The Loop on our site, we have a range of properties that promise a memorable getaway. Find one that suits your needs by searching our holiday rentals in The Loop .

5 Stars Hotels in The Loop: Special Rates & Discounts

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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

HK$4,664 total

includes taxes & fees

22 Nov - 23 Nov

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

Matthew

HK$4,303 total

includes taxes & fees

15 Nov - 16 Nov

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

HK$5,831 total

includes taxes & fees

15 Nov - 16 Nov

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

4. The Langham, Chicago

Downtown Chicago

Ana

HK$5,038 total

includes taxes & fees

22 Nov - 23 Nov

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

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

HK$4,678 total

includes taxes & fees

22 Nov - 23 Nov

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

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

HK$4,618 total

includes taxes & fees

22 Nov - 23 Nov

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

HK$3,439 total

includes taxes & fees

22 Nov - 23 Nov

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

HK$4,084 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

9. The St. Regis Chicago

Downtown Chicago

Alise

HK$5,000 total

includes taxes & fees

22 Nov - 23 Nov

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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

HK$934

HK$1,110 total

25 Nov - 26 Nov

includes taxes & fees

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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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Top The Loop Hotel Reviews

Frequently asked questions

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

The Langham, Chicago is among the leading options around the Central Chicago neighbourhood of The Loop according to Expedia customer reviews. Trump International Hotel & Tower Chicago and The St. Regis Chicago are other 5-star hotels in this area that rate highly with guests.

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

You'll find several pricing options for a 5-star hotel in The Loop on Expedia. The amount you pay will depend on your holiday dates, length of stay and other factors. Compare available accommodation for your chosen dates and make use of our pricing and other filters to discover the ideal high-end stay.

Search for the lowest price per night from HK$1,110

What makes a hotel 5 stars in The Loop?

Impeccable guest service is the foundation of every 5-star hotel in The Loop. From the moment you enter the lobby, staff attend to your every need, whether arranging valet parking or providing in-room massages. Additionally, hotels must offer top-rate conveniences to be considered for a 5-star rating. These can include luxury bathrooms, a wellness centre, pools, gourmet kitchens and knowledgeable concierge.

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