| 100% | NOMADLAND | 9 | Best Picture winner based on a book with the subtitle Surviving America in the Twenty-First Century |
| 44% | NOMADLAND | 9 | Best Picture winner based on a 2017 book |
| 40% | ARGO | 4 | Best Picture winner whose name rhymes with a Coen brothers film set in the Midwest |
| 40% | JESSICABRUDER | 13 | Journalist who wrote the nonfiction bestseller 45-Across, which is subtitled "Surviving America in the Twenty-First Century" (2 wds.) |
| 39% | BAMBI | 5 | Classic 1942 film based on a book subtitled "A Life in the Woods" |
| 37% | GIGI | 4 | 1958 Best Picture winner based on a Colette novel |
| 36% | RAINMAN | 7 | Best Picture winner based on the life of Kim Peek |
| 36% | CHICAGO | 7 | Only Best Picture Oscar winner based on a Broadway musical since the 1960s |
| 36% | ARGO | 4 | Best Picture winner based on the memoir "The Master of Disguise" |
| 36% | THELOSTCITYOFZ | 14 | Charlie Hunnam film based on a 52-Across book subtitled "A Tale of Deadly Obsession in the Amazon" (5 wds.) |
| 33% | ARGO | 4 | Best Picture winner for 2012 that was based on a CIA operation |
| 33% | GAMBLER | 7 | The —,Prokofiev opera first performed in 1929 based on a Dostoevsky story |
| 33% | GAMBLER | 7 | The —, Sergei Prokofiev opera first performed in 1929 based on a Fyodor Dostoevsky story |
| 33% | ARGO | 4 | Besides "Gigi," the only Best Picture winner with a four-letter name |
| 32% | HOWSTELLAGOT | 12 | With 32-Across, 1998 Angela Bassett film based on a best-selling book: 3 wds. |
| 32% | GALADRIEL | 9 | Role for Cate Blanchett in a Best Picture winner of the two-thousands |
| 32% | HUGO | 4 | Best Picture-nominated 2011 film based on a children's book |
| 32% | INTOTHEWILD | 11 | 2007 film starring Emile Hirsch based on a book of the same name by Jon Krakauer set in the Alaskan wilderness: 3 wds. |
| 32% | BROKEBACKMOUNTAIN | 17 | Couple in the 21st century with Best Director Oscar winners |
| 32% | CELLULOIDCLOSET | 15 | With “The,” 1995 documentary adapted from a book subtitled “Homosexuality in the Movies” |
| 31% | ARGO | 4 | Best Picture winner based on events of 1979-80 |
| 31% | TOM | 3 | ___ Cruise, winner of the 1990 Golden Globe for Best Actor in a Drama Motion Picture for his work in "Born on the Fourth of July" |
| 31% | CAPITAL | 7 | "___ in the Twenty-First Century," 2013 book by the French economist Thomas Piketty |
| 31% | ARGO | 4 | Best Picture winner with the line "If I'm doing a fake movie, it's gonna be a fake hit" |
| 31% | SAINT | 5 | Eva Marie —, Best Actress in a Supporting Role Oscar winner for On the Waterfront |
| 31% | LEIGH | 5 | Vivien —, Best Actress in a Leading Role Oscar winner for Gone with the Wind |
| 31% | CHARLIEDAY | 10 | He plays a character with the same first name (and the last name Kelly) on "It's Always Sunny in Philadelphia": 2 wds. |
| 30% | OLIVER | 6 | 1968 musical based on an 18-/41-Across novel, winner of the Oscar for Best Picture |
| 30% | SCARLETT | 8 | 1994 miniseries that was a sequel to the 1939 Best Picture winner "Gone With the Wind" |