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Two people have won the Caldecott Medal three times:

Marcia Brown (1955, 1962, 1983)

David Wiesner (1992, 2002, 2007)

Several others have won the medal twice:

Robert McCloskey (1942, 1958)

Barbara Cooney (1959, 1980)

Nonny Hogrogian (1966, 1972)

Leo and Diane Dillon (1976, 1977)

Chris van Allsburg (1982, 1986)

Chris Raska (2006, 2012).

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11y ago
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13y ago

Yes. Chris Van Allsburg won the Caldecott Award twice. Once for Jumanji and once for The Polar Express.

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Q: Has one person ever won the caldecott medal more than ones?
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Who has won the Caldecott medal more than once?

Several illustrators have won the Caldecott Medal more than once, including Marcia Brown, Chris Van Allsburg, and David Wiesner. Each of them has been recognized for their exceptional work in children's literature with multiple Caldecott Medal awards.


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Randolph Caldecott was the dominant force in picture books. In 1878, was the author and illustrator of The House that Jack Built and The Diverting History of John Gilpin. He wrote and illustrated many more books. The Caldecott Medal honors illustrators of children's books and librarians named the award after him.


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