| 100% | DANIELDAYLEWIS | 14 | Best Actor Oscar winner for "My Left Foot," "There Will Be Blood," and "Lincoln": 2 wds., hyph. |
| 74% | DAYLEWIS | 8 | Daniel —, Best Actor in a Leading Role Oscar winner for My Left Foot, There Will Be Blood and Lincoln |
| 53% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 50% | MARLONBRANDO | 12 | Best Actor Oscar winner for "On the Waterfront" who was a Worst Supporting Actor Razzie winner for "The Island of Dr. Moreau": 2 wds. |
| 49% | SEANPENN | 8 | Best Actor Oscar winner for "Milk" and "Mystic River" (2 wds.) |
| 49% | REXHARRISON | 11 | 1965 Best Actor Oscar winner for playing Henry Higgins in "My Fair Lady": 2 wds. |
| 46% | GENEHACKMAN | 11 | Winner of a Best Actor Oscar for "The French Connection" and a Best Supporting Actor Oscar for "Unforgiven": 2 wds. |
| 45% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 44% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 44% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 44% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 44% | GREGORYPECK | 11 | 1963 Best Actor Oscar winner for playing Atticus Finch in "To Kill a Mockingbird": 2 wds. |
| 43% | KEVINCOSTNER | 12 | Best Director Oscar winner for "Dances With Wolves" who was a Worst Director Razzie winner for "The Postman": 2 wds. |
| 43% | BENKINGSLEY | 11 | 1982 Best Actor Oscar winner for "Gandhi" (2 wds.) |
| 43% | LOUGOSSETTJR | 12 | 1982 Best Supporting Actor Oscar winner for "An Officer and a Gentleman" (3 wds.) |
| 43% | SANDRABULLOCK | 13 | Best Actress Oscar winner for "The Blind Side" who was a Worst Actress Razzie winner for "All About Steve": 2 wds. |
| 42% | DOUGLAS | 7 | Melvyn —, Best Actor in a Supporting Role Oscar winner for Being There |
| 42% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 42% | CILLIANMURPHY | 13 | 2024 Best Actor Oscar winner for portraying Manhattan Project physicist J. Robert Oppenheimer in "Oppenheimer" (2 wds.) |
| 41% | PENN | 4 | Best Actor Oscar winner for "Mystic River" and "Milk" |
| 41% | ARTCARNEY | 9 | Best Actor Oscar winner for 1974's "Harry and Tonto" |
| 40% | CHARLTONHESTON | 14 | Winner of a Best Actor Oscar for playing Judah Ben-Hur, the title role of 1959's Best Picture: 2 wds. |
| 40% | AUSTINBUTLER | 12 | Best Actor Oscar nominee for his portrayal of the "King of Rock and Roll" in the 2022 film "Elvis" (2 wds.) |
| 40% | JASONROBARDS | 12 | He won two Best Supporting Actor Oscars, for "All the President's Men" and "Julia": 2 wds. |
| 40% | CRISP | 5 | Donald —, Best Actor in a Supporting Role Oscar winner for How Green Was My Valley |
| 40% | HENRYFONDA | 10 | 1981 Oscar winner for "On Golden Pond" (Best Actor): 2 wds. |
| 40% | CLINTEASTWOOD | 13 | Actor and filmmaker who won an Oscar for Best Director at 74 for "Million Dollar Baby": 2 wds. |
| 40% | SUMATRANRHINO | 13 | Hunted for its horn, there are barely 200 of these mammals left in Malaysia and Indonesia: 2 wds. |
| 40% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 39% | SEAN | 4 | With 57-Across, Best Actor Oscar winner for "Milk" and "Mystic River" |