| 100% | REXHARRISON | 11 | 1965 Best Actor Oscar winner for playing Henry Higgins in "My Fair Lady": 2 wds. |
| 54% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 54% | GREGORYPECK | 11 | 1963 Best Actor Oscar winner for playing Atticus Finch in "To Kill a Mockingbird": 2 wds. |
| 50% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 46% | DANIELDAYLEWIS | 14 | Best Actor Oscar winner for "My Left Foot," "There Will Be Blood," and "Lincoln": 2 wds., hyph. |
| 46% | DUSTINHOFFMAN | 13 | Best Actor Oscar nominee for playing Benjamin Braddock in 28-Across (2 wds.) |
| 45% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 45% | CILLIANMURPHY | 13 | 2024 Best Actor Oscar winner for portraying Manhattan Project physicist J. Robert Oppenheimer in "Oppenheimer" (2 wds.) |
| 44% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 43% | 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.) |
| 43% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 42% | MARLONBRANDO | 12 | 1972 Best Actor Oscar winner who played 21-Across: 2 wds. |
| 42% | SEANPENN | 8 | Best Actor Oscar winner for "Milk" and "Mystic River" (2 wds.) |
| 42% | BENKINGSLEY | 11 | 1982 Best Actor Oscar winner for "Gandhi" (2 wds.) |
| 42% | MICHAELDOUGLAS | 14 | "Wall Street" Best Actor Oscar winner who plays Hank Pym in the Marvel Cinematic Universe (2 wds.) |
| 42% | CHARLTONHESTON | 14 | Winner of a Best Actor Oscar for playing Judah Ben-Hur, the title role of 1959's Best Picture: 2 wds. |
| 42% | DENIRO | 6 | Best Actor Oscar winner for playing Jake LaMotta |
| 41% | 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. |
| 40% | CUKOR | 5 | George —, Best Director Oscar winner for My Fair Lady |
| 40% | FORESTWHITAKER | 14 | "The Last King of Scotland" Best Actor Oscar winner who plays Zuri in the MCU (2 wds.) |
| 40% | REXHARRISON | 11 | "My Fair Lady" actor who played Doctor Dolittle in a 1967 film: 2 wds. |
| 40% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 39% | KEVINCOSTNER | 12 | Actor who plays Frank Farmer in 18a and has also won an Oscar for Best Director for "Dances with Wolves": 2 wds. |
| 39% | SEANPENN | 8 | Oscar winner for playing Harvey Milk: 2 wds. |
| 39% | HOLLYHUNTER | 11 | Best Actress Oscar winner for her role in the 1993 film "The Piano" (2 wds.) |
| 39% | HENRYFONDA | 10 | 1981 Oscar winner for "On Golden Pond" (Best Actor): 2 wds. |
| 38% | STANLEY | 7 | & 3D Best Actor in a Supporting Role Oscar nominee for My Fair Lady |
| 38% | CAREYMULLIGAN | 13 | Best Actress Oscar nominee for playing Felicia Montealegre in "Maestro" (2 wds.) |
| 38% | ANNETTEBENING | 13 | Best Actress Oscar nominee for playing Diana Nyad in "Nyad" (2 wds.) |