All-inclusive Resorts in Chicago, IL

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Featured Chicago All Inclusive Resorts & Hotels

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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.

Featured hotels in Chicago with Free-Breakfast

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See all available properties in Chicago
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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.

Featured hotels in Chicago with Free Wi-Fi

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.

Family Friendly Chicago Hotels

    Palmer House a Hilton Hotel
    Embassy Suites Chicago Downtown Magnificent Mile
    Embassy Suites Chicago Downtown

All-Inclusive Hotels and Resorts in Chicago

If you're looking for a carefree vacation, you'll find 3101 lodging options, including 4 resorts in Chicago and the surrounding area. Take a look at these accommodations for your time in Chicago:

Chicago Club Inn & Suites: 3-star hotel

  • Indoor pool
  • Fitness center

The Buckingham Hotel: 3-star hotel

  • Pool

Things to See and Do Near Your Chicago Resort

Sights and AttractionsDistance from City
Art Institute of Chicago 0.2 mi
Symphony Center 0.2 mi
Chicago Cultural Center 0.2 mi
Montrose Harbor 5.8 mi
Harborside International Golf Center 13 mi
Oak Brook Golf Course 15.7 mi
Skydeck Ledge 0.4 mi
Field Museum of Natural History 1.1 mi
John G. Shedd Aquarium 1.1 mi

What Airport Should I Fly Into to Get to My Chicago Resort?

You can fly into Chicago O'Hare International Airport (ORD), situated 15.7 mi from the city center. If that airport isn't convenient for your travel schedule, consider booking a flight into Chicago Midway Airport (MDW), which is 8.6 mi away from the city center.