| 100% | TRAININGDAY | 11 | 2001 thriller directed by Antoine Fuqua that won an Oscar for Best Actor (2 wds.) |
| 66% | GOSFORDPARK | 11 | 2001 drama directed by Robert Altman that won an Oscar for Best Original Screenplay (2 wds.) |
| 49% | ABEAUTIFULMIND | 14 | 2001 biopic directed by Ron Howard that won Oscars for Best Picture, Best Director, Best Supporting Actress, and Best Adapted Screenplay (3 wds.) |
| 47% | TRAININGDAY | 11 | 2001 Ethan Hawke starrer crime thriller film for which Denzel Washington won an Oscar award for Best Actor: 2 wds. |
| 44% | CLINTEASTWOOD | 13 | Actor and filmmaker who won an Oscar for Best Director at 74 for "Million Dollar Baby": 2 wds. |
| 44% | LETITGO | 7 | "Frozen" song that won an Oscar for Best Original Song in 2014 (3 wds.) |
| 44% | CITYOFSTARS | 11 | "La La Land" song that won an Oscar for Best Original Song in 2017 (3 wds.) |
| 43% | LADYGAGA | 8 | Singer/actress whose "Shallow" won an Oscar for Best Original Song: 2 wds. |
| 43% | FIGHTFORYOU | 11 | "Judas and the Black Messiah" song that won an Oscar for Best Original Song in 2021 (3 wds.) |
| 43% | WHATWASI | 8 | With 48-Across, Billie Eilish hit from "Barbie" that won an Oscar for Best Original Song: 3 wds. |
| 42% | INABETTERWORLD | 14 | 2010 Danish thriller set in Denmark and Sudan that won an Oscar for Best Foreign Language Film (4 wds.) |
| 42% | JOHNLEGEND | 10 | Artist on "Songland" whose "Glory," with Common, won an Oscar for Best Song in 2015: 2 wds. |
| 42% | WHITECHRISTMAS | 14 | Irivng Berlin song sung by 53-Across in 16-Across that won an Oscar for Best Original Song (2 wds.) |
| 41% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 41% | WESTSIDESTORY | 13 | 1961 movie musical about rival street gangs that won an Oscar for Best Picture: 3 wds. |
| 40% | LALA | 4 | "___ Land," 2016 film that won Emma Stone an Oscar for Best Actress: 2 wds. |
| 40% | LIZAMINNELLI | 12 | Actress who won an Oscar for Best Actress for "Cabaret" and a Worst Actress Razzie Award for "Rent-a-Cop": 2 wds. |
| 40% | GOINGMYWAY | 10 | 1944 movie musical about a young parish priest that won an Oscar for Best Picture: 3 wds. |
| 40% | MYFAIRLADY | 10 | 1964 movie musical about a Cockney flower girl that won an Oscar for Best Picture: 3 wds. |
| 40% | NOONE | 5 | Who has won an Oscar for Best Actor three times |
| 40% | THEBIGTROHS | 11 | 2015 film that won an Oscar for Best Adapted Screenplay |
| 40% | FLASHDANCE | 10 | *1983 film that won an Oscar for Best Original Song |
| 40% | JANNINGS | 8 | Emil __, first man to win an Oscar for Best Actor |
| 40% | SANDRABULLOCK | 13 | Actress who won an Oscar for Best Actress for "The Blind Side" and a Worst Actress Razzie Award for "All About Steve": 2 wds. |
| 39% | LETITBE | 7 | 1970 music documentary that won an Oscar for Best Original Score |
| 39% | OUT | 3 | "Inside ___" (Pixar film that won an Oscar for Best Animated Feature) |
| 39% | COCO | 4 | 2017 Disney movie that won an Oscar for Best Animated Feature |
| 39% | RRR | 3 | 2022 historical epic that won an Oscar for Best Original Song |
| 39% | NICOLEKIDMAN | 12 | Actress who won an Oscar for Best Actress for "The Hours" and a Worst Screen Couple Razzie Award with Will Ferrell for "Bewitched": 2 wds. |
| 39% | GENE | 4 | ___ Hackman, who won an Oscar for best actor for "The French Connection" |