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

Expedia's filter tool is the easiest way to narrow down what you want. Select "5-star" and "All inclusive" to see the most upscale resorts in Chicago where your room, meals, activities and entertainment are included in the price. At these retreats, your trip is pure extravagance from the moment you enter the lobby.

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

Spoil yourself with decadent massages and other restorative treatments at The Peninsula Chicago . It's among Chicago's most impressive 5-star spa properties. Trump International Hotel & Tower Chicago and The Langham, Chicago also combine high-end accommodations with wellness activities.

Are there any 5-star vacation rentals in Chicago?

Our site doesn't offer any 5-star vacation rentals in Chicago. However, you will still find some top-rated stays where the only item on your itinerary will be to kick back and enjoy yourself. See what's available by searching through our vacation rentals in Chicago .

Are there any 5-star hotels in downtown Chicago?

Book a room at The Langham, Chicago . This 5-star hotel is perfect if you want to immerse yourself in Chicago's lively downtown scene.

5 Stars Hotels in Chicago: Compare Hotel Prices & Find the Cheapest Chicago, Illinois 5 Stars Hotels

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Our top choices for Chicago 5-star hotels

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

1. Four Seasons Hotel Chicago

Downtown Chicago

August

NT$22,709 total

includes taxes & fees

Aug 10 - Aug 11

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Ryan

NT$18,042 total

includes taxes & fees

Aug 17 - Aug 18

3. The Langham, Chicago

Downtown Chicago

Robert

NT$20,929 total

includes taxes & fees

Aug 23 - Aug 24

4. Waldorf Astoria Chicago

Downtown Chicago

Steve

NT$20,612 total

includes taxes & fees

Aug 23 - Aug 24

5. The Peninsula Chicago

Downtown Chicago

Charles

NT$24,057 total

includes taxes & fees

Aug 30 - Aug 31

6. The Ritz-Carlton, Chicago

Downtown Chicago

Caryn

NT$18,322 total

includes taxes & fees

Aug 23 - Aug 24

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

7. Nobu Hotel Chicago

Downtown Chicago

Raul

NT$17,668 total

includes taxes & fees

Aug 20 - Aug 21

Breakfast, lunch, dinner and brunch served

8. Park Hyatt Chicago

Downtown Chicago

Jennifer

NT$21,305 total

includes taxes & fees

Aug 30 - Aug 31

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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.

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

NT$5,471

NT$6,236 total

Aug 30 - Aug 31

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.

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.

See all hotels in Chicago

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Frequently asked questions

What are the best 5-star hotels in Chicago?

Based on Expedia guest reviews, The Langham, Chicago, Trump International Hotel & Tower Chicago and The Peninsula Chicago are among the best 5-star hotels in Chicago. Providing top-quality amenities and unmatchable service, you'll enjoy an indulgent and memorable stay.

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

You'll find many different pricing options for a 5-star hotel in Chicago on Expedia. The amount you pay will depend on your vacation dates, length of stay and other factors. Compare all of the available accommodations for your chosen dates and use our pricing and other filters to discover the perfect luxury stay.

Search for the lowest price per night from NT$5,849

What makes a hotel 5 stars in Chicago?

Flawless guest service characterizes every 5-star hotel in Chicago. From the minute you arrive, staff are at your beck and call, whether arranging customized tours or providing in-room massage treatments. What's more, hotels must offer upscale conveniences to qualify for a 5-star rating. These can include luxury bathrobes, a wellness center, swimming pools, gourmet kitchens and knowledgeable concierge.

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