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Chicago, Illinois Vacation Packages, Tours, Lodging, Dining & Attraction Tickets

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 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
$278
per adult*

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Package Includes
  • 3 Nights' Lodging in your choice of over 125 hotels.
  • Chicago CityPASS
Chicago Shopping Excursion If you are looking for the ultimate shopping vacation, look no further than the Chicago Shopping Excursion which features two nights of lodging at Chicago area hotels as well as the Big Bus Chicago 1 Day Hop On/Hop Off Pass.
Starting at
$232
per adult*

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Package Includes
  • CityPASS - Chicago, IL
  • 2 Nights' Lodging in your choice of over 125 hotels.
Chicago Summer Vacation Enjoy an exciting summer vacation in Chicago with four nights of lodging as well as the CityPASS Chicago.
Starting at
$325
per adult*

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Package Includes
  • 4 Nights' Lodging in your choice of over 125 hotels.
  • CityPASS - Chicago, IL
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