| 100% | THEOVERSTORY | 12 | 2018 novel by 32-Across that won the Pulitzer Prize for Fiction (2 wds.) |
| 83% | THEOVERSTORY | 12 | Novel by 30-Across that won the Pulitzer Prize for Fiction (2 wds.) |
| 76% | THEREIVERS | 10 | "___: A Reminiscence," the last novel by William Faulkner that won the Pulitzer Prize for Fiction: 2 wds. |
| 70% | LESS | 4 | 2018 novel by Andrew Sean Greer that won the Pulitzer Prize for Fiction |
| 67% | THEECHOMAKER | 12 | 2006 novel by 32-Across that won the National Book Award for Fiction (3 wds.) |
| 60% | THEFRIEND | 9 | Book that won the 2018 National Book Award for Fiction, written by Sigrid Nunez: 2 wds. |
| 60% | THEWILDIRIS | 11 | Collection by 36-Across that won the Pulitzer Prize for Poetry in 1993 (3 wds.) |
| 60% | OVERSTORY | 9 | "The ___," novel by Richard Powers that won the 2019 Pulitzer Prize for Fiction |
| 59% | RICHARDPOWERS | 13 | American novelist whose novel "The Overstory" won the Pulitzer Prize for Fiction in 2019: 2 wds. |
| 57% | NIGHT | 5 | "The ___ Watchman," 2020 novel by Louise Erdrich that won the 2021 Pulitzer Prize for Fiction |
| 56% | DONNATARTT | 10 | Mississippi novelist who won the Pulitzer Prize for Fiction in 2014 (2 wds.) |
| 56% | OFA | 3 | "Half ___ Yellow Sun," novel by Chimamanda Ngozi Adichie that won the 2007 Orange Prize for Fiction: 2 wds. |
| 56% | ROAD | 4 | "The ___," 2006 novel by Cormac McCarthy featuring an unnamed protagonist that won the Pulitzer Prize for Fiction |
| 55% | GAIN | 4 | Novel by Richard Powers that won the James Fenimore Cooper Prize for Best Historical Fiction in 1999 |
| 54% | LESS | 4 | Novel by Andrew Sean Greer that won the Pulitzer Prize in 2018 |
| 53% | LONESOMEDOVE | 12 | Western novel that won the 1986 Pulitzer Prize: 2 wds. |
| 52% | SAMSHEPARD | 10 | Playwright whose "Buried Child" won the Pulitzer Prize for Drama in 1979: 2 wds. |
| 51% | COLOR | 5 | "The ___ Purple," Alice Walker's 1982 epistolary novel that won the Pulitzer Prize for Fiction |
| 51% | AMERICANGODS | 12 | Novel by 39-Across that won the Hugo Award for Best Novel and the Nebula Award for Best Novel (2 wds.) |
| 51% | THEEMISSARY | 11 | Book that won the 2018 National Book Award for Translated Literature, written by Yoko Tawada and translated by Margaret Mitsutani: 2 wds. |
| 51% | POSTCARDS | 9 | Novel by 29-Across that won the 1992 PEN/Faulkner Award for fiction |
| 51% | WONDERWOMAN | 11 | Superhero film by Patty Jenkins that won the 2018 Hugo Award for Best Dramatic Presentation: 2 wds. |
| 50% | DAVIDMAMET | 10 | Playwright whose "Glengarry Glen Ross" won the Pulitzer Prize for Drama in 1984: 2 wds. |
| 50% | ASBRAVEASYOU | 12 | 2016 novel by 30-Across that won the Kirkus Prize: 4 wds. |
| 50% | THEGOOD | 7 | & 19A 1931 novel by Pearl Buck that won the Pulitzer Prize the following year |
| 50% | WHISKEYGLASSES | 14 | 2018 single by 32-/34-Across that hit #1 on the country charts: 2 wds. |
| 49% | RULEOFWOLVES | 12 | Novel by 40-Across that won the 2021 Goodreads Choice Award for Young Adult Fantasy (3 wds.) |
| 49% | STATEOFWONDER | 13 | 2011 novel by 28-Across that was shortlisted for the Orange Prize for Fiction (3 wds.) |
| 49% | THEGOLDFINCH | 12 | Donna Tartt novel that won the 2014 Pulitzer Prize (2 wds.) |