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 708

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

Trump International Hotel & Tower Chicago

Downtown Chicago

Tammy Lynn

AED 2,047 total

includes taxes & fees

19 Jul - 20 Jul

The Langham, Chicago

Downtown Chicago

Gregory

AED 2,204 total

includes taxes & fees

9 Aug - 10 Aug

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Downtown Chicago

Gino

AED 2,293 total

includes taxes & fees

9 Aug - 10 Aug

The Peninsula Chicago

Downtown Chicago

Dennis

AED 2,729 total

includes taxes & fees

12 Jul - 13 Jul

Waldorf Astoria Chicago

Downtown Chicago

Jorge

AED 2,238 total

includes taxes & fees

9 Aug - 10 Aug

The Ritz-Carlton, Chicago

Downtown Chicago

Caryn

AED 2,385 total

includes taxes & fees

26 Jul - 27 Jul

Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Downtown Chicago

Claire

AED 2,417 total

includes taxes & fees

9 Aug - 10 Aug

Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

Downtown Chicago

Girlynda

AED 1,867 total

includes taxes & fees

26 Jul - 27 Jul

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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 931

AED 1,093 total

3 Aug - 4 Aug

includes taxes & fees

8.4/10 Very Good! (2,342 reviews)

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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 708

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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Our top choices for Chicago 5-star hotels