Are there any 5-star all-inclusive resorts in Chicago?

Our filter tool is the easiest way to narrow down what you want. Select "All inclusive" and "5-star" to see the most luxurious hotels in Chicago where your accommodations, meals, activities and entertainment are included in the price. At these retreats, your trip is pure extravagance from the moment you pull up to the entrance.

What are the top 5-star spa hotels in Chicago?

Treat yourself to a spa vacation at The Peninsula Chicago and let your worries melt away. Trump International Hotel & Tower Chicago and The Langham, Chicago are other 5-star options in Chicago where you can experience the relaxing and therapeutic benefits of spa treatments and wellness programs.

Are there any 5-star vacation rentals in Chicago?

Although you won't find any 5-star vacation rentals in Chicago on our site, we have a range of properties that promise a terrific getaway. Find one that suits your needs by checking out our vacation rentals in Chicago .

Are there any 5-star hotels in downtown Chicago?

Check in to The Langham, Chicago and take advantage of being close to the sights and sounds of downtown Chicago.

The Best 5 Star Hotels in Chicago, IL from AED 520

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago 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

AED 2,183 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

AED 2,014 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

AED 2,729 total

includes taxes & fees

22 Nov - 23 Nov

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

4. The Langham, Chicago

Downtown Chicago

Ana

AED 2,358 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

AED 2,190 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

AED 2,162 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

AED 1,610 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

AED 2,249 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

AED 2,341 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop dining area with checkered tablecloths, red and blue plates, and a city skyline in the background.

10. Art Villa

West Town

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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 Chicago.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

AED 746

AED 876 total

27 Nov - 28 Nov

includes taxes & fees

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Pool Spa Hot tub Breakfast included Waterpark

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Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

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Frequently asked questions

What are the best 5-star hotels in Chicago?

Get ready for 5-star indulgence at The Langham, Chicago, Trump International Hotel & Tower Chicago or The Peninsula Chicago. These are among the most popular accommodations in Chicago according to Expedia traveler reviews. Pick one and get a taste of the good life!

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

How much you pay for a 5-star hotel in Chicago can vary according to the time of year you travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay.

Search for the lowest price per night from AED 520

What makes a hotel 5 stars in Chicago?

From fine dining venues and 24/7 fitness centers to swimming pools and dreamy bedding, the 5-star experience in Chicago is all about indulgence and comfort. But it requires more than just top-notch perks to earn a 5-star rating. Accommodations must also deliver superior guest services like massage treatments, on-site laundry and 24-hour concierge services.

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