| 100% | SEAN | 4 | With 57-Across, Best Actor Oscar winner for "Milk" and "Mystic River" |
| 83% | SEAN | 4 | With 38-Across, Best Actor Oscar winner for both "Mystic River" and "Milk" |
| 78% | SEANPENN | 8 | Best Actor Oscar winner for "Milk" and "Mystic River" (2 wds.) |
| 75% | PENN | 4 | Best Actor Oscar winner for "Mystic River" and "Milk" |
| 74% | PENN | 4 | Sean —, Best Actor in a Leading Role Oscar winner for Milk and Mystic River |
| 58% | ARTCARNEY | 9 | Best Actor Oscar winner for 1974's "Harry and Tonto" |
| 55% | SEANPENN | 8 | Oscar winner for "Mystic River" and "Milk" |
| 55% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 54% | DANIELDAYLEWIS | 14 | Best Actor Oscar winner for "My Left Foot," "There Will Be Blood," and "Lincoln": 2 wds., hyph. |
| 51% | IRONS | 5 | Best Actor Oscar winner for 1990 |
| 50% | DENIRO | 6 | Best Actor Oscar winner for playing Jake LaMotta |
| 50% | DAVIDNIVEN | 10 | Best Actor Oscar winner for ''SEParate Tables'' (1958) |
| 50% | BRENDANFRASER | 13 | Best Actor Oscar winner for his portrayal of a reclusive English teacher trying to reconnect with his daughter in the 2022 film "The Whale" (2 wds.) |
| 49% | WAYNE | 5 | John —, Best Actor Oscar winner for True Grit |
| 49% | NIVEN | 5 | David —, Best Actor Oscar winner for Separate Tables |
| 49% | BENKINGSLEY | 11 | 1982 Best Actor Oscar winner for "Gandhi" (2 wds.) |
| 48% | LOUGOSSETTJR | 12 | 1982 Best Supporting Actor Oscar winner for "An Officer and a Gentleman" (3 wds.) |
| 47% | JENNIFER | 8 | With 48-Across, Best Actress Oscar winner for "Silver Linings Playbook" |
| 47% | EDDIE | 5 | Best Actor Oscar winner between Matthew and Leonardo |
| 47% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 46% | OLIVIA | 6 | With 33-Across, Best Actress Oscar winner for the 2018 film "The Favourite" |
| 46% | GUSVANSANT | 10 | Best Director Oscar nominee for Milk and Good Will Hunting |
| 46% | REXHARRISON | 11 | 1965 Best Actor Oscar winner for playing Henry Higgins in "My Fair Lady": 2 wds. |
| 45% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 45% | GREGORYPECK | 11 | 1963 Best Actor Oscar winner for playing Atticus Finch in "To Kill a Mockingbird": 2 wds. |
| 45% | CILLIANMURPHY | 13 | 2024 Best Actor Oscar winner for portraying Manhattan Project physicist J. Robert Oppenheimer in "Oppenheimer" (2 wds.) |
| 45% | GENEHACKMAN | 11 | Winner of a Best Actor Oscar for "The French Connection" and a Best Supporting Actor Oscar for "Unforgiven": 2 wds. |
| 45% | ANGLEE | 6 | Best Director Oscar winner for Brokeback Mountain and Life of Pi |
| 44% | FRANKCAPRA | 10 | Best Director Oscar winner for You Can't Take It With You |