| 100% | GENEHACKMAN | 11 | Winner of a Best Actor Oscar for "The French Connection" and a Best Supporting Actor Oscar for "Unforgiven": 2 wds. |
| 68% | INGRIDBERGMAN | 13 | Winner of a Best Actress Oscar for "Gaslight" and a Best Supporting Actress Oscar for "Murder on the Orient Express": 2 wds. |
| 65% | MAGGIESMITH | 11 | Winner of a Best Actress Oscar for "The Prime of Miss Jean Brodie" and a Best Supporting Actress Oscar for "California Suite": 2 wds. |
| 64% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 64% | CHARLTONHESTON | 14 | Winner of a Best Actor Oscar for playing Judah Ben-Hur, the title role of 1959's Best Picture: 2 wds. |
| 63% | 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. |
| 61% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 59% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 58% | DIANEKEATON | 11 | Winner of a Best Actress Oscar for playing Annie Hall, the title role of 1977's Best Picture: 2 wds. |
| 56% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 55% | LOUGOSSETTJR | 12 | 1982 Best Supporting Actor Oscar winner for "An Officer and a Gentleman" (3 wds.) |
| 55% | JASONROBARDS | 12 | He won two Best Supporting Actor Oscars, for "All the President's Men" and "Julia": 2 wds. |
| 55% | 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.) |
| 54% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 54% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 54% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |
| 54% | MARLONBRANDO | 12 | "On the Waterfront" Oscar winner who won (and declined) a Best Actor Oscar for playing Vito Corleone in 47-Across (2 wds.) |
| 53% | ROBERTDENIRO | 12 | He won a Best Actor Oscar for "Raging Bull" and Best Supporting Actor for "The Godfather Part II": 3 wds. |
| 52% | HACKMAN | 7 | Gene —, Best Actor in a Leading Role Oscar winner for The French Connection |
| 52% | BENPLATT | 8 | Winner of the 2017 Tony for Best Actor in a Musical for "Dear Evan Hansen": 2 wds. |
| 51% | CATEBLANCHETT | 13 | She won a Best Actress Oscar for "Blue Jasmine" and Best Supporting Actress for "The Aviator": 2 wds. |
| 51% | MARKRYLANCE | 11 | "Dunkirk" actor who won the 2016 Oscar for Best Supporting Actor ("Bridge of Spies"): 2 wds. |
| 51% | MICHAELCAINE | 12 | He won two Best Supporting Actor Oscars, for "Hannah and Her Sisters" and "The Cider House Rules": 2 wds. |
| 51% | JACKNICHOLSON | 13 | Actor who won three Oscars, for "One Flew Over the Cuckoo's Nest," "Terms of Endearment," and "As Good as It Gets": 2 wds. |
| 51% | MAHERSHALAALI | 13 | "Hidden Figures" actor who won the 2017 and 2019 Oscars for Best Supporting Actor ("Moonlight" and "Green Book"): 2 wds. |
| 51% | ALLISONJANNEY | 13 | 2014 and 2015 winner of the Emmy for Outstanding Supporting Actress in a Comedy for "Mom": 2 wds. |
| 50% | JESSICALANGE | 12 | She won a Best Actress Oscar for "Blue Sky" and Best Supporting Actress for "Tootsie": 2 wds. |
| 50% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 49% | BRADPITT | 8 | Best Supporting Actor winner for 2019's "Once Upon a Time in Hollywood": 2 wds. |
| 49% | AUSTINBUTLER | 12 | Best Actor Oscar nominee for his portrayal of the "King of Rock and Roll" in the 2022 film "Elvis" (2 wds.) |