1940: Abraham Lincoln by Ingri & Edgar Parin d'Aulaire
1945: Prayer for a Child, illustrated by Elizabeth Orton Jones; text: Rachel Field
1952: Finders Keepers, illustrated by Nicolas, pseud. (Nicholas Mordvinoff); text: Will, pseud. [William Lipkind]
1974: Duffy and the Devil, illustrated by Margot Zemach
1981: Fables by Arnold Lobel
1990: Lon Po Po: A Red-Riding Hood Story from China by Ed Young
1995: Smoky Night, illustrated by David Diaz; text: Eve Bunting
And that's it! I've read all of the Caldecott Medal winners from 1938 to 2009. Most of them I read with the Ant Bug, but there were quite a few that didn't hold her interest. I'll post a list of my favorites soon.