| 100% | ASBRAVEASYOU | 12 | 2016 novel by 30-Across that won the Kirkus Prize: 4 wds. |
| 69% | THEOVERSTORY | 12 | Novel by 30-Across that won the Pulitzer Prize for Fiction (2 wds.) |
| 64% | ASBRAVEASYOU | 12 | 29-Across novel that won the Kirkus Prize in 2016 and the NAACP Image Award for Outstanding Literary Work for Youth/Teen in 2017 (4 wds.) |
| 57% | THEOVERSTORY | 12 | 2018 novel by 32-Across that won the Pulitzer Prize for Fiction (2 wds.) |
| 52% | ALEGACYOFSPIES | 14 | 2017 novel by John le Carré that wraps up the story of 30-Across (4 wds.) |
| 49% | RULEOFWOLVES | 12 | Novel by 40-Across that won the 2021 Goodreads Choice Award for Young Adult Fantasy (3 wds.) |
| 48% | ONTHEROADAGAIN | 14 | Song by 30-Across/33-Across that won a Grammy Award for Best Country Song and was inducted into the Grammy Hall of Fame (4 wds.) |
| 48% | STATEOFWONDER | 13 | 2011 novel by 28-Across that was shortlisted for the Orange Prize for Fiction (3 wds.) |
| 48% | THEWILDIRIS | 11 | Collection by 36-Across that won the Pulitzer Prize for Poetry in 1993 (3 wds.) |
| 48% | THEREIVERS | 10 | "___: A Reminiscence," the last novel by William Faulkner that won the Pulitzer Prize for Fiction: 2 wds. |
| 48% | THEECHOMAKER | 12 | 2006 novel by 32-Across that won the National Book Award for Fiction (3 wds.) |
| 47% | GAIN | 4 | Novel by Richard Powers that won the James Fenimore Cooper Prize for Best Historical Fiction in 1999 |
| 47% | AMERICANGODS | 12 | Novel by 39-Across that won the Hugo Award for Best Novel and the Nebula Award for Best Novel (2 wds.) |
| 47% | CALLFORTHEDEAD | 14 | 1961 novel by John le Carré that introduces 30-Across (4 wds.) |
| 46% | THEGOOD | 7 | & 19A 1931 novel by Pearl Buck that won the Pulitzer Prize the following year |
| 46% | BEWILDERMENT | 12 | Novel by 30-Across shortlisted for the 2021 Booker Prize |
| 46% | AGOODHARDLOOK | 13 | 2011 novel by 52-Across that features the writer Flannery O'Connor (4 wds.) |
| 46% | LONESOMEDOVE | 12 | Western novel that won the 1986 Pulitzer Prize: 2 wds. |
| 45% | OVERSTORY | 9 | "The ___," novel by Richard Powers that won the 2019 Pulitzer Prize for Fiction |
| 45% | LOOKBOTHWAYS | 12 | 2019 novel by 30-Across that was a National Book Award finalist: 3 wds. |
| 44% | THEGOLDFINCH | 12 | Donna Tartt novel that won the 2014 Pulitzer Prize (2 wds.) |
| 44% | THEOVERSTORY | 12 | Richard Powers novel that won the 2019 Pulitzer Prize (2 wds.) |
| 44% | THENICKELBOYS | 13 | Colson Whitehead novel that won the 2020 Pulitzer Prize (3 wds.) |
| 44% | LESS | 4 | Novel by Andrew Sean Greer that won the Pulitzer Prize in 2018 |
| 44% | OUTOFTHEWOODS | 13 | Hit single by 30-Across from the album "1989" that asks, "Are we in the clear yet?" (4 wds.) |
| 43% | THEANTIDOTE | 11 | 2025 novel by 30-Across about a Nebraska town during the Great Depression: 2 wds. |
| 43% | ALWAYSONMYMIND | 14 | Album by 30-Across/33-Across that was the "Billboard" #1 country album of the year for 1982 (4 wds.) |
| 43% | POSTCARDS | 9 | Novel by 29-Across that won the 1992 PEN/Faulkner Award for fiction |
| 43% | THETREEOFLIFE | 13 | Brad Pitt movie that won the top prize at the Cannes Film Festival in 2011: 4 wds. |