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Beloved for its plot—a high school senior skips school to spend a perfect spring day in downtown Chicago with his friends—this coming-of-age film by John Hughes is also celebrated for its glorious depiction of Chicago landmarks like Wrigley Field, the former Sears Tower, and the Art Institute of Chicago.

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Ferris Bueller’s Day Off

Beloved for its plot—a high school senior skips school to spend a perfect spring day in downtown Chicago with his friends—this coming-of-age film by John Hughes is also celebrated for its glorious depiction of Chicago landmarks like Wrigley Field, the former Sears Tower, and the Art Institute of Chicago.