The Caldecott Medal is awarded annually by the Association for Library Service to Children, a division of the American Library Association, to the artist of the most distinguished American picture book for children published that year. It was named in honor of nineteenth-century English illustrator Randolph Caldecott. Together with the Newbery Medal it is the most prestigious American children's book prize.

  • 2004: The Man Who Walked Between the Towers by Mordicai Gerstein
  • 2003: My Friend Rabbit by Eric Rohmann
  • 2002: The Three Pigs by David Wiesner
  • 2001: So You Want to Be President?, illustrated by David Small
  • 2000: Joseph Had a Little Overcoat by Simms Taback
  • 1999: Snowflake Bentley, Illustrated by Mary Azarian
  • 1998: Rapunzel by Paul O. Zelinsky
  • 1997: Golem by David Wisniewski
  • 1996: Officer Buckle and Gloria by Peggy Rathmann
  • 1995: Smoky Night, illustrated by David Diaz
  • 1994: Grandfather's Journey by Allen Say
  • 1993: Mirette on the High Wire by Emily Arnold McCully
  • 1992: Tuesday by David Wiesner
  • 1991: Black and White by David Macaulay
  • 1990: Lon Po Po: A Red-Riding Hood Story from China by Ed Young
  • 1989: Song and Dance Man, illustrated by Stephen Gammell
  • 1988: Owl Moon, illustrated by John Schoenherr
  • 1987: Hey, Al, illustrated by Richard Egielski
  • 1986: The Polar Express by Chris Van Allsburg
  • 1985: George and the Dragon, illustrated by Trina Schart Hyman
  • 1984: The Glorious Flight: Across the Channel with Louis Bleriot by Alice & Martin Provensen
  • 1983: Shadow, translated and illustrated by Marcia Brown
  • 1982: Jumanji by Chris Van Allsburg
  • 1981: Fables by Arnold Lobel
  • 1980: Ox-Cart Man, illustrated by Barbara Cooney
  • 1979: The Girl Who Loved Wild Horses by Paul Goble
  • 1978: Noah's Ark by Peter Spier
  • 1977: Ashanti to Zulu: African Traditions, illustrated by Leo & Diane Dillon
  • 1976: Why Mosquitoes Buzz in People's Ears, illustrated by Leo & Diane Dillon
  • 1975: Arrow to the Sun by Gerald McDermott
  • 1974: Duffy and the Devil, illustrated by Margot Zemach; retold by Harve Zemach
  • 1973: The Funny Little Woman, illustrated by Blair Lent
  • 1972: One Fine Day, retold and illustrated by Nonny Hogrogian
  • 1971: A Story A Story, retold and illustrated by Gail E. Haley
  • 1970: Sylvester and the Magic Pebble by William Steig
  • 1969: The Fool of the World and the Flying Ship, illustrated by Uri Shulevitz
  • 1968: Drummer Hoff, illustrated by Ed Emberley
  • 1967: Sam, Bangs & Moonshine by Evaline Ness
  • 1966: Always Room for One More, illustrated by Nonny Hogrogian
  • 1965: May I Bring a Friend? illustrated by Beni Montresor
  • 1964: Where the Wild Things Are by Maurice Sendak
  • 1963: The Snowy Day by Ezra Jack Keats
  • 1962: Once a Mouse, retold and illustrated by Marcia Brown
  • 1961: Baboushka and the Three Kings, illustrated by Nicolas Sidjakov
  • 1960: Nine Days to Christmas, illustrated by Marie Hall Ets
  • 1959: Chanticleer and the Fox, illustrated by Barbara Cooney
  • 1958: Time of Wonder by Robert McCloskey
  • 1957: A Tree Is Nice, illustrated by Marc Simont
  • 1956: Frog Went A-Courtin', illustrated by Feodor Rojankovsky
  • 1955: Cinderella, or the Little Glass Slipper, illustrated by Marcia Brown
  • 1954: Madeline's Rescue by Ludwig Bemelmans
  • 1953: The Biggest Bear by Lynd Ward
  • 1952: Finders Keepers, illustrated by Nicolas, pseud. Nicholas Mordvinof
  • 1951: The Egg Tree by Katherine Milhous
  • 1950: Song of the Swallows by Leo Politi
  • 1949: The Big Snow by Bertha & Elmer Hader
  • 1948: White Snow, Bright Snow, illustrated by Roger Duvoisin
  • 1947: The Little Island, illustrated by Leonard Weisgard
  • 1946: The Rooster Crows by Maude & Miska Petersham
  • 1945: Prayer for a Child, illustrated by Elizabeth Orton Jones; text: Rachel Field
  • 1944: Many Moons, illustrated by Louis Slobodkin; text: James Thurber
  • 1943: The Little House by Virginia Lee Burton
  • 1942: Make Way for Ducklings by Robert McCloskey
  • 1941: They Were Strong and Good, by Robert Lawson
  • 1940: Abraham Lincoln by Ingri & Edgar Parin d'Aulaire
  • 1939: Mei Li by Thomas Handforth
  • 1938: Animals of the Bible, A Picture Book, illustrated by Dorothy P. Lathrop

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