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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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

    Embassy Suites Chicago Downtown Magnificent Mile

    Embassy Suites Chicago Downtown Magnificent Mile

    511 North Columbus Drive, Chicago, IL, 60611
    The price is $229 per night from Oct 4 to Oct 5
    4.2/5 Very Good! (1,771 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL, 60654
    The price is $195 per night from Oct 4 to Oct 5
    4/5 Very Good! (1,104 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago, IL, 60603
    The price is $234 per night from Oct 28 to Oct 29
    4/5 Very Good! (1,250 reviews)

Chicago All-Inclusive Hotels and Resorts

If you're looking for a carefree vacation, you'll find 3150 lodging options, including 4 resorts in Chicago and the surrounding area. Take your pick of one of these highly-rated accommodations for your time in Chicago:

Chicago Club Inn & Suites: 3-star hotel

  • Indoor pool
  • Fitness center

The Buckingham Hotel

  • Pool
  • Sauna
  • Fitness center

Things to See and Do Near Your Chicago Resort

Sights and AttractionsDistance from City
Symphony Center 0.2 mi
Chicago Cultural Center 0.2 mi
James M. Nederlander Theatre 0.3 mi
The Glen Club 17.7 mi
Cog Hill Golf & Country Club 22 mi
Chevy Chase Country Club 24.3 mi
Six Flags Great America 37.1 mi
Field Museum of Natural History 1.1 mi
Chicago Children's Museum 1.3 mi

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

You can fly into Chicago O'Hare Intl. 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.