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 by Hilton Chicago Downtown Magnificent Mile

    Embassy Suites by Hilton Chicago Downtown Magnificent Mile

    511 North Columbus Drive, Chicago, IL
    The price is $266 per night from Aug 26 to Aug 27
    $266
    includes taxes & fees
    $227 per night
    Aug 26 - Aug 27
    8.2/10 Very Good! (2,518 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago, IL
    The price is $237 per night from Aug 23 to Aug 24
    $237
    includes taxes & fees
    $205 per night
    Aug 23 - Aug 24
    8/10 Very Good! (1,365 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL
    The price is $258 per night from Aug 25 to Aug 26
    $258
    includes taxes & fees
    $220 per night
    Aug 25 - Aug 26
    8/10 Very Good! (2,646 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
Art Institute of Chicago0.4 mi
CIBC Theatre0.1 mi
Symphony Center0.2 mi
Montrose Harbor5.8 mi
Oak Brook Golf Course15.7 mi
The Glen Club17.7 mi
Six Flags Great America37.1 mi
Field Museum of Natural History1.2 mi
Chicago Children's Museum1.3 mi

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

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

Chicago hotels essential information

Accommodation
4,478 hotels
Lowest Price
$144
Highest Price
$394
Popular hotels
Pheasant Run Resort