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

Our filters are the easiest way to narrow down what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale properties in The Loop where your room, meals, entertainment and activities are included in the upfront price. At these getaways, your vacation is pure relaxation and indulgence from the moment you enter the lobby.

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

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

5 Stars Hotels in The Loop, Chicago from CA $193 - Find Cheap The Loop Hotels With 5 Stars

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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

CA $799 total

includes taxes & fees

Nov 22 - Nov 23

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

Cecille

CA $768 total

includes taxes & fees

Nov 1 - Nov 2

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

CA $1,041 total

includes taxes & fees

Nov 15 - Nov 16

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

4. The Langham, Chicago

Downtown Chicago

Saramae

CA $869 total

includes taxes & fees

Nov 22 - Nov 23

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

5. Waldorf Astoria Chicago

Downtown Chicago

Luis

CA $813 total

includes taxes & fees

Nov 22 - Nov 23

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

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

CA $618 total

includes taxes & fees

Nov 22 - Nov 23

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

CA $600 total

includes taxes & fees

Nov 24 - Nov 25

A rooftop terrace with a dining table, chairs, and a small round table with a plant.

8. Park Hyatt Chicago

Downtown Chicago

Tom

CA $772 total

includes taxes & fees

Nov 24 - Nov 25

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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

CA $167

CA $198 total

Nov 24 - Nov 25

includes taxes & 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?

The Langham, Chicago is among the best picks around the Central Chicago neighbourhood of The Loop according to reviews by Expedia customers. Trump International Hotel & Tower Chicago and The St. Regis Chicago are other 5-star hotels in this area that are favourites among travellers.

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

The amount you pay for a 5-star hotel in The Loop can vary depending on when you prefer to travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to score the best rate on a plush stay.

Search for the lowest price per night from CA $193

What makes a hotel 5 stars in The Loop?

In The Loop, a hotel needs to provide a specific amount of high-end conveniences to earn 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may also offer thoughtful touches like a welcome gift.

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Change your mind

Treat yourself

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Check availability on The Loop 5 Star Hotels

Our top choices for The Loop 5-star hotels

1. Four Seasons Hotel Chicago

2. Trump International Hotel & Tower Chicago

3. The Peninsula Chicago

4. The Langham, Chicago

5. Waldorf Astoria Chicago

6. The Ritz-Carlton, Chicago

7. Nobu Hotel Chicago

8. Park Hyatt Chicago

9. The St. Regis Chicago

Explore similar 4-star hotels

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

River Hotel

The Wade

Learn more about The Loop

Top The Loop Hotel Reviews

Frequently asked questions

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