| 100% | FINDINGWINNIE | 13 | Children's book about the bear that inspired A.A. Milne by Lindsay Mattick and Sophie Blackall that won the 2016 Caldecott Medal (2 wds.) |
| 40% | THEUNDEFEATED | 13 | Illustrated poetic tribute to Black Americans by Kwame Alexander and Kadir Nelson that won the 2020 Caldecott Medal (2 wds.) |
| 36% | CAMPTIGER | 9 | Children's book by 52-Across and illustrator John Rocco that features a big cat in the woods (2 wds.) |
| 35% | THEVELVETEEN | 12 | "___ Rabbit," children's book written by Margery Williams about a stuffed rabbit's desire to come to life through the owner's love: 2 wds. |
| 34% | RADIANTCHILD | 12 | Picture book biography depicting the youth of artist Jean-Michel Basquiat by Javaka Steptoe that won the 2017 Caldecott Medal (2 wds.) |
| 34% | ROALDDAHL | 9 | Writer of the children's books that the movies directed by 14-, 20-, and 36-Across were based on: 2 wds. |
| 34% | DAVEEGGERS | 10 | Author whose children's book "The Eyes and the Impossible" won the Newbery Medal in 2024: 2 wds. |
| 33% | LITTLEPRINCE | 12 | "The ___," children's book written by Antoine de Saint-Exupery about a boy who leaves his tiny planet to travel the universe: 2 wds. |
| 32% | THEEMISSARY | 11 | Book that won the 2018 National Book Award for Translated Literature, written by Yoko Tawada and translated by Margaret Mitsutani: 2 wds. |
| 32% | MARYPOPPINS | 11 | 1964 film starring 17-Across and 30-Across based on children's books by P.L. Travers about a magical nanny (2 wds.) |
| 30% | KWAMEALEXANDER | 14 | Author whose children's book "The Crossover" won the Newbery Medal in 2015: 2 wds. |
| 30% | WORLDSERIES | 11 | Championship that 17-Across won twice, with the A's and Yankees: 2 wds. |
| 29% | SWEETDAY | 8 | "One ___," a song by Mariah Carey and Boyz II Men, that was Billboard's most successful song of the 1990s: 2 wds. |
| 29% | MARYPOPPINS | 11 | Musical based on children's books by P.L. Travers and 1964 Disney film of the same name: 2 wds. |
| 29% | THEFRIEND | 9 | Book that won the 2018 National Book Award for Fiction, written by Sigrid Nunez: 2 wds. |
| 29% | VERUCASALT | 10 | Child in Roald Dahl's "Charlie and the Chocolate Factory" who is thrown down a garbage chute by squirrels: 2 wds. |
| 29% | CHARLOTTESWEB | 13 | Children's classic by 50-Across with the line, "It is not often that someone comes along who is a true friend and a good writer" (2 wds.) |
| 29% | SILENTSPRING | 12 | 44-Across book about the environmental harm done by pesticides that was a finalist for the 1963 National Book Award for Nonfiction (2 wds.) |
| 29% | DARKLYDREAMING | 14 | "___ Dexter," book by Jeff Lindsay which inspired the TV series "Dexter": 2 wds. |
| 29% | THEREIVERS | 10 | "___: A Reminiscence," the last novel by William Faulkner that won the Pulitzer Prize for Fiction: 2 wds. |
| 29% | BRITTNEYGRINER | 14 | Openly lesbian basketball player who won a gold medal at the 2016 Summer Olympics: 2 wds. |
| 29% | TAKINGTHE | 9 | "___ Long Way," country album by The Chicks that won a Grammy Award in 2007: 2 wds. |
| 28% | FINDINGNEMO | 11 | 2003 Pixar film about a lost fish that won the Oscar for Best Animated Feature: 2 wds. |
| 28% | FALLINGMAN | 10 | 2007 book by 44-Across about a survivor of the 9/11 attacks: 2 wds. |
| 28% | BETTERMAN | 9 | 2016 song written by Taylor Swift and performed by 33-Across that won a Grammy Award for Best Country Duo/Group Performance (2 wds.) |
| 28% | THESALESMAN | 11 | 2016 drama about a married couple performing in an Arthur Miller play that was the second Iranian film to win an Oscar for Best Foreign Language Film (2 wds.) |
| 28% | FINDINGNEMO | 11 | Pixar film about a lost fish that won the 2004 Annie Award for Best Animated Feature: 2 wds. |
| 28% | SILENTSPRING | 12 | Book by 19-Across that challenged the use of chemical pesticides and sparked environmentalism: 2 wds. |
| 28% | THEINCREDIBLES | 14 | Pixar film about a family of superheroes that won the 2005 Annie Award for Best Animated Feature: 2 wds. |
| 28% | LETME | 5 | "___ Love You," 2016 song by DJ Snake and Justin Bieber that featured on the Billboard Hot 100: 2 wds. |