| Year | Illustrator | Book |
| 1938 | Lathrop, Dorothy P.Dorothy P. Lathrop | Animals of the Bible |
| 1939 | Handforth, ThomasThomas Handforth | Mei Li |
| 1940 | Parin d'Aulaire, Ingri and EdgarIngri and Edgar Parin d'Aulaire | Abraham Lincoln |
| 1941 | Lawson, RobertRobert Lawson | They Were Strong and Good |
| 1942 | McCloskey, RobertRobert McCloskey | Make Way for Ducklings |
| 1943 | Burton, Virginia LeeVirginia Lee Burton | Little House, The The Little House |
| 1944 | Slobodkin, LouisLouis Slobodkin | Many Moons |
| 1945 | Jones, Elizabeth OrtonElizabeth Orton Jones | Prayer for a Child |
| 1946 | Petersham, Maud and MiskaMaud and Miska Petersham | Rooster Crows, The The Rooster Crows |
| 1947 | Weisgard, LeonardLeonard Weisgard | Little Island, The The Little Island (book) |
| 1948 | Duvoisin, RogerRoger Duvoisin | White Snow, Bright Snow |
| 1949 | Hader, Berta and ElmerBerta and Elmer Hader | Big Snow, The The Big Snow |
| 1950 | Politi, LeoLeo Politi | Song of the Swallows |
| 1951 | Milhous, KatherineKatherine Milhous | Egg Tree, The The Egg Tree |
| 1952 | Mordvinoff, NicholasNicholas Mordvinoff | Finders Keepers |
| 1953 | Ward, LyndLynd Ward | Biggest Bear, The The Biggest Bear |
| 1954 | Bemelmans, LudwigLudwig Bemelmans | Madeline's Rescue |
| 1955 | Brown, MarciaMarcia Brown | Cinderella, or the Little Glass Slipper |
| 1956 | Rojankovsky, FeodorFeodor Rojankovsky | Frog Went A-Courtin' |
| 1957 | Simont, MarcMarc Simont | Tree is Nice, A A Tree is Nice |
| 1958 | McCloskey, RobertRobert McCloskey | Time of Wonder |
| 1959 | Cooney, BarbaraBarbara Cooney | Chanticleer and the Fox |
| 1960 | Ets, Marie HallMarie Hall Ets | Nine Days to Christmas |
| 1961 | Sidjakov, NicolasNicolas Sidjakov | Baboushka and the Three Kings |
| 1962 | Brown, MarciaMarcia Brown | Once a Mouse |
| 1963 | Keats, Ezra JackEzra Jack Keats | Snowy Day, The The Snowy Day |
| 1964 | Sendak, MauriceMaurice Sendak | Where the Wild Things Are |
| 1965 | Montresor, BeniBeni Montresor | May I Bring a Friend? |
| 1966 | Hogrogian, NonnyNonny Hogrogian | Always Room for One More |
| 1967 | Ness, EvalineEvaline Ness | Sam, Bangs, and Moonshine |
| 1968 | Emberley, EdEd Emberley | Drummer Hoff |
| 1969 | Shulevitz, UriUri Shulevitz | Fool of the World and the Flying Ship, The The Fool of the World and the Flying Ship |
| 1970 | Steig, WilliamWilliam Steig | Sylvester and the Magic Pebble |
| 1971 | Haley, Gail E.Gail E. Haley | Story a Story, A A Story a Story |
| 1972 | Hogrogian, NonnyNonny Hogrogian | One Fine Day |
| 1973 | Lent, BlairBlair Lent | Funny Little Woman, The The Funny Little Woman |
| 1974 | Zemach, MargotMargot Zemach | Duffy and the Devil |
| 1975 | McDermott, GeraldGerald McDermott | Arrow to the Sun |
| 1976 | Dillon, Leo and DianeLeo and Diane Dillon | Why Mosquitoes Buzz in People's Ears |
| 1977 | Dillon, Leo and DianeLeo and Diane Dillon | Ashanti to Zulu: African Traditions |
| 1978 | Spier, PeterPeter Spier | Noah's Ark |
| 1979 | Goble, PaulPaul Goble | Girl Who Loved Wild Horses, The The Girl Who Loved Wild Horses |
| 1980 | Cooney, BarbaraBarbara Cooney | Ox-Cart Man |
| 1981 | Lobel, ArnoldArnold Lobel | Fables |
| 1982 | Van Allsburg, ChrisChris Van Allsburg | Jumanji |
| 1983 | Brown, MarciaMarcia Brown | Shadow |
| 1984 | Provensen, Alice and MartinAlice and Martin Provensen | Glorious Flight: Across the Channel with Louis Bleriot, The The Glorious Flight: Across the Channel with Louis Bleriot |
| 1985 | Hyman, Trina SchartTrina Schart Hyman | Saint George and the Dragon |
| 1986 | Van Allsburg, ChrisChris Van Allsburg | Polar Express, The The Polar Express |
| 1987 | Egielski, RichardRichard Egielski | Hey, Al |
| 1988 | Schoenherr, JohnJohn Schoenherr | Owl Moon |
| 1989 | Gammell, StephenStephen Gammell | Song and Dance Man |
| 1990 | Young, EdEd Young | Lon Po Po: A Red-Riding Hood Story from China |
| 1991 | Macaulay, DavidDavid Macaulay | Black and White |
| 1992 | Wiesner, DavidDavid Wiesner | Tuesday |
| 1993 | McCully, Emily ArnoldEmily Arnold McCully | Mirette on the High Wire |
| 1994 | Say, AllenAllen Say | Grandfather's Journey |
| 1995 | Diaz, DavidDavid Diaz | Smoky Night |
| 1996 | Rathmann, PeggyPeggy Rathmann | Officer Buckle and Gloria |
| 1997 | Wisniewski, DavidDavid Wisniewski | Golem |
| 1998 | Zelinsky, Paul O.Paul O. Zelinsky | Rapunzel |
| 1999 | Azarian, MaryMary Azarian | Snowflake Bentley |
| 2000 | Taback, SimmsSimms Taback | Joseph Had a Little Overcoat |
| 2001 | Small, DavidDavid Small | So You Want to Be President? |
| 2002 | Wiesner, DavidDavid Wiesner | Three Pigs, The The Three Pigs |
| 2003 | Rohmann, EricEric Rohmann | My Friend Rabbit |
| 2004 | Gerstein, MordicaiMordicai Gerstein | Man Who Walked Between the Towers, The The Man Who Walked Between the Towers |
| 2005 | Henkes, KevinKevin Henkes | Kitten's First Full Moon |
| 2006 | Raschka, ChrisChris Raschka | Hello, Goodbye Window, The The Hello, Goodbye Window |
| 2007 | Wiesner, DavidDavid Wiesner | Flotsam |
| 2008 | Selznick, BrianBrian Selznick | Invention of Hugo Cabret, The The Invention of Hugo Cabret |
| 2009 | Krommes, BethBeth Krommes | House in the Night, The The House in the Night |