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Chicago, IL

Book your Windy City getaway online with easy lodging, attraction, and dining reservations! There's plenty to see and do in this sprawling metropolis, including exploring Wrigley Field, the Sears Tower, and other landmarks, enjoying a dinner and show at Medieval Times Chicago, or experiencing big thrills at Six Flags Great America.
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Chicago, IL Vacation Packages
Chicago Family Vacation Package For a great vacation full of family fun, book the Chicago Family Vacation Package, which includes four nights of lodging, Medieval Times Dinner & Tournament, and CityPASS - Chicago.
Starting at
$406
per adult*

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Package Includes
  • CityPASS - Chicago, IL
  • 4 Nights' Lodging in your choice of over 125 hotels.
  • Medieval Times Dinner & Tournament
Chicago Museums Vacation Package If you would enjoy seeing the various museums in Chicago, book the Chicago Museums Vacation, which includes three nights of lodging and admission to the many exciting museums and more with a Chicago CityPASS!
Starting at
$290
per adult*

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Package Includes
  • 3 Nights' Lodging in your choice of over 125 hotels.
  • Chicago CityPASS
Chicago Romantic Getaway Package The Windy City is the perfect destination for you and your other half to let loose, and the planning is done for you with the Chicago Romantic Getaway Package.
Starting at
$187
per adult*

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Package Includes
  • 2 Nights' Lodging in your choice of over 125 hotels.
  • Medieval Times
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