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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
A Taste of Chicago Vacation Getaway For a culinary and musical adventure in Chicago, book A Taste of Chicago Vacation Getaway, which includes three nights of lodging and the Chicago Odyssey Dinner Cruise.
Starting at
$343
per adult*

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Package Includes
  • 3 Nights' Lodging in your choice of over 120 hotels.
  • Chicago Odyssey Dinner Cruise
Chicago Attractions Vacation With the Chicago Attractions Vacation, you will have the opportunity to visit some of the greatest Chicago hotspots.
Starting at
$269
per adult*

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Package Includes
  • 3 Nights' Lodging in your choice of over 120 hotels.
  • CityPASS - Chicago, IL
Chicago Family Vacation Package For a great vacation full of family fun, book the Chicago Family Vacation Package, which includes four nights of lodging and CityPASS - Chicago.
Starting at
$312
per adult*

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Package Includes
  • CityPASS - Chicago, IL
  • 4 Nights' Lodging in your choice of over 120 hotels.
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Haunted Ghost Activities Architectural Cruises Dinner Shows Shows
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Hotels with Casino Hotels with Hot Tub / Whirlpool Hotels with Jacuzzi Room Hotel Rooms with Sofa Bed

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