Literature & Authors

Caldecott Medal Winners Trivia Word Search

89 original clues · new puzzle every time you play

Test your knowledge of Caldecott Medal Winners with a free trivia word search from thewordfind.com. Read each clue, work out the answer, then find it hidden in the letter grid — every puzzle is freshly generated, so no two plays are ever quite the same. Don't know an answer? Tap the hint button in-game to reveal the first letter, or just scan the grid — every answer is hiding in there somewhere. Between the clues and the full answer key below, this topic doubles as a quick study guide — good for a trivia night, a classroom quiz, or just picking up something new about Caldecott Medal Winners along the way.

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A few sample clues

The 1944 Caldecott Medal went to the illustrator of Many Moons.

_ _ _ _ _ _ _ _ _

Illustrating Always Room for One More brought this artist the 1966 Caldecott Medal.

_ _ _ _ _ _ _ _ _

This artist's pictures for They Were Strong and Good won the 1941 Caldecott Medal.

_ _ _ _ _ _

Illustrating Kitten's First Full Moon brought this artist the 2005 Caldecott Medal.

_ _ _ _ _ _

This artist's pictures for Why Mosquitoes Buzz in People's Ears won the 1976 Caldecott Medal.

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All 89 questions in this topic, with answers — use it to study, or just browse. Every actual play of the puzzle only pulls a random handful of these into one game, so knowing them all here won't spoil which ones show up or where they're hidden in the grid. Play it here.

This illustrator won the 2024 Caldecott Medal for Big.

HARRISON

This artist's pictures for Sylvester and the Magic Pebble won the 1970 Caldecott Medal.

STEIG

The Glorious Flight: Across the Channel with Louis Bleriot earned its illustrator the 1984 Caldecott Medal.

PROVENSEN

Fireworks earned its illustrator the 2026 Caldecott Medal.

CHIEN

Mordvinoff won the 1952 Caldecott Medal for Finders Keepers; the illustrator's first name was _ _ _ _ _ _ _ _.

NICHOLAS

Abraham Lincoln earned its illustrator the 1940 Caldecott Medal.

DAULAIRE

David Wiesner won his second Caldecott Medal in 2002 for 'The Three _ _ _ _,' a fractured fairy tale whose characters escape the pages.

PIGS

This artist's pictures for Chanticleer and the Fox won the 1959 Caldecott Medal.

COONEY

The 1955 Caldecott Medal went to the illustrator of Cinderella.

BROWN

The 2001 Caldecott Medal went to the illustrator of So You Want to Be President?.

SMALL

Prayer for a Child earned its illustrator the 1945 Caldecott Medal.

JONES

Song of the Swallows earned its illustrator the 1950 Caldecott Medal.

POLITI

The 2020 Caldecott Medal went to the illustrator of The Undefeated.

NELSON

My Friend Rabbit earned its illustrator the 2003 Caldecott Medal.

ROHMANN

The 1981 Caldecott Medal went to the illustrator of Fables.

LOBEL

Illustrating Radiant Child: The Story of Young Artist Jean-Michel Basquiat brought this artist the 2017 Caldecott Medal.

STEPTOE

This illustrator won the 2000 Caldecott Medal for Joseph Had a Little Overcoat.

TABACK

This illustrator won the 1989 Caldecott Medal for Song and Dance Man.

GAMMELL

This artist's pictures for The Lion & the Mouse won the 2010 Caldecott Medal.

PINKNEY

This illustrator won the 1948 Caldecott Medal for White Snow, Bright Snow.

DUVOISIN

The House in the Night earned its illustrator the 2009 Caldecott Medal.

KROMMES

The 2025 Caldecott Medal went to the illustrator of Chooch Helped.

KUNZ

Marcia Brown's second Caldecott (1962) told of a hermit who magically enlarges a creature that began as a _ _ _ _ _.

MOUSE

Arrow to the Sun earned its illustrator the 1975 Caldecott Medal.

MCDERMOTT

This artist's pictures for Finding Winnie: The True Story of the World's Most Famous Bear won the 2016 Caldecott Medal.

BLACKALL

Marcia Brown won her third and final Caldecott Medal in 1983 for a book named after the flickering shape firelight casts on a wall.

SHADOW

Hogrogian won the 1972 Caldecott Medal for One Fine Day; the illustrator's first name was _ _ _ _ _.

NONNY

This illustrator won the 2018 Caldecott Medal for Wolf in the Snow.

CORDELL

This illustrator won the 1979 Caldecott Medal for The Girl Who Loved Wild Horses.

GOBLE

Illustrating A Story a Story brought this artist the 1971 Caldecott Medal.

HALEY

Illustrating The Little Island brought this artist the 1947 Caldecott Medal.

WEISGARD

Officer Buckle and Gloria earned its illustrator the 1996 Caldecott Medal.

RATHMANN

The 1990 Caldecott Medal went to the illustrator of Lon Po Po: A Red-Riding Hood Story from China.

YOUNG

This illustrator won the 1943 Caldecott Medal for The Little House.

BURTON

Illustrating The Biggest Bear brought this artist the 1953 Caldecott Medal.

WARD

Illustrating Snowflake Bentley brought this artist the 1999 Caldecott Medal.

AZARIAN

The 2008 Caldecott Medal went to the illustrator of The Invention of Hugo Cabret.

SELZNICK

Illustrating Noah's Ark brought this artist the 1978 Caldecott Medal.

SPIER

The Fool of the World and the Flying Ship earned its illustrator the 1969 Caldecott Medal.

SHULEVITZ

The 1949 Caldecott Medal went to the illustrator of The Big Snow.

HADER

Barbara Cooney won her second Caldecott Medal in 1980 for '_ _ _ _ _ _ Man,' about a New England farmer's yearly trip to market.

OXCART

This illustrator won the 1954 Caldecott Medal for Madeline's Rescue.

BEMELMANS

Rojankovsky won the 1956 Caldecott Medal for Frog Went A-Courtin'; the illustrator's first name was _ _ _ _ _ _.

FEODOR

We Are Water Protectors earned its illustrator the 2021 Caldecott Medal.

GOADE

Illustrating A Sick Day for Amos McGee brought this artist the 2011 Caldecott Medal.

STEAD

The 1963 Caldecott Medal went to the illustrator of The Snowy Day.

KEATS

Illustrating Mirette on the High Wire brought this artist the 1993 Caldecott Medal.

MCCULLY

This married duo, surname Dillon, won a second straight Caldecott in 1977 for Ashanti to Zulu; the husband's first name was _ _ _.

LEO

Wiesner's third Caldecott (2007), a wordless book, is titled after ocean debris found inside a washed-up camera: '_ _ _ _ _ _ _.'

FLOTSAM

This artist's pictures for The Man Who Walked Between the Towers won the 2004 Caldecott Medal.

GERSTEIN

This illustrator won the 1973 Caldecott Medal for The Funny Little Woman.

LENT

The 1995 Caldecott Medal went to the illustrator of Smoky Night.

DIAZ

This illustrator won the 1967 Caldecott Medal for Sam, Bangs & Moonshine.

NESS

This artist's pictures for May I Bring a Friend? won the 1965 Caldecott Medal.

MONTRESOR

Where the Wild Things Are earned its illustrator the 1964 Caldecott Medal.

SENDAK

The 1968 Caldecott Medal went to the illustrator of Drummer Hoff.

EMBERLEY

This artist's pictures for Saint George and the Dragon won the 1985 Caldecott Medal.

HYMAN

Illustrating Nine Days to Christmas brought this artist the 1960 Caldecott Medal.

ETS

This illustrator won the 1961 Caldecott Medal for Baboushka and the Three Kings.

SIDJAKOV

Chris Raschka won his second Caldecott Medal in 2012 for a nearly wordless story about a dog named _ _ _ _ _ and her favorite red ball.

DAISY

Schoenherr won the 1988 Caldecott Medal for Owl Moon; the illustrator's first name was _ _ _ _.

JOHN

Illustrating Hot Dog brought this artist the 2023 Caldecott Medal.

SALATI

McCloskey won the 1958 Caldecott Medal for Time of Wonder; the illustrator's first name was _ _ _ _ _ _.

ROBERT

This illustrator won the 1938 Caldecott Medal for Animals of the Bible.

LATHROP

The Adventures of Beekle: The Unimaginary Friend earned its illustrator the 2015 Caldecott Medal.

SANTAT

This artist's pictures for The Egg Tree won the 1951 Caldecott Medal.

MILHOUS

This illustrator won the 2013 Caldecott Medal for This Is Not My Hat.

KLASSEN

This illustrator won the 2006 Caldecott Medal for The Hello, Goodbye Window.

RASCHKA

Chris Van Allsburg won his second Caldecott Medal in 1986 for 'The Polar _ _ _ _ _ _ _,' about a magical train ride to the North Pole.

EXPRESS

This artist's pictures for The Rooster Crows won the 1946 Caldecott Medal.

PETERSHAM

The 1974 Caldecott Medal went to the illustrator of Duffy and the Devil.

ZEMACH

Van Allsburg won the 1982 Caldecott Medal for Jumanji; the illustrator's first name was _ _ _ _ _.

CHRIS

The 2014 Caldecott Medal went to the illustrator of Locomotive.

FLOCA

This illustrator won the 1994 Caldecott Medal for Grandfather's Journey.

SAY

Sophie Blackall won her second Caldecott Medal in 2019 for a book whose title greets a lighthouse: '_ _ _ _ _ Lighthouse.'

HELLO

A Tree Is Nice earned its illustrator the 1957 Caldecott Medal.

SIMONT

This artist's pictures for Watercress won the 2022 Caldecott Medal.

CHIN

This artist's pictures for Rapunzel won the 1998 Caldecott Medal.

ZELINSKY

The 1939 Caldecott Medal went to the illustrator of Mei Li.

HANDFORTH

This artist's pictures for Tuesday won the 1992 Caldecott Medal.

WIESNER

Illustrating Make Way for Ducklings brought this artist the 1942 Caldecott Medal.

MCCLOSKEY

Wisniewski won the 1997 Caldecott Medal for Golem; the illustrator's first name was _ _ _ _ _.

DAVID

Illustrating Hey, Al brought this artist the 1987 Caldecott Medal.

EGIELSKI

Black and White earned its illustrator the 1991 Caldecott Medal.

MACAULAY
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