| 100% | ALPACINO | 8 | Best Supporting Actor nominee for 2019's "The Irishman": 2 wds. |
| 100% | JOEPESCI | 8 | Best Supporting Actor nominee for 2019's "The Irishman": 2 wds. |
| 89% | TOMHANKS | 8 | Best Supporting Actor nominee for 2019's "A Beautiful Day in the Neighborhood": 2 wds. |
| 87% | ANTHONYHOPKINS | 14 | Best Supporting Actor nominee for 2019's "The Two Popes": 2 wds. |
| 67% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 67% | BRADPITT | 8 | Best Supporting Actor winner for 2019's "Once Upon a Time in Hollywood": 2 wds. |
| 61% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 61% | JASONROBARDS | 12 | He won two Best Supporting Actor Oscars, for "All the President's Men" and "Julia": 2 wds. |
| 60% | ALANALDA | 8 | Best Supporting Actor nominee for The Aviator |
| 58% | ALBERTFINNEY | 12 | Best Supporting Actor Oscar nominee for 32-Across (2 wds.) |
| 58% | JONAHHILL | 9 | Best Supporting Actor nominee for The Wolf of Wall Street |
| 58% | JOELGREY | 8 | "Wicked" actor who won the Best Supporting Actor Oscar for 1972's "Cabaret": 2 wds. |
| 58% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 54% | LAURADERN | 9 | Best Supporting Actress Oscar winner for the 2019 film "Marriage Story": 2 wds. |
| 53% | WAHLBERG | 8 | Mark —, Best Supporting Actor Oscar nominee for The Departed |
| 53% | LESLIEODOMJR | 12 | Nominee for the Best Supporting Actor and Best Original Song Oscars for his work in "One Night in Miami ...": 3 wds., abbr. |
| 52% | GARCIA | 6 | Andy —, Best Supporting Actor Oscar nominee for The Godfather: Part III |
| 52% | MAHERSHALAALI | 13 | "Hidden Figures" actor who won the 2017 and 2019 Oscars for Best Supporting Actor ("Moonlight" and "Green Book"): 2 wds. |
| 52% | ADAMDRIVER | 10 | Best Actor nominee for 2019's "Marriage Story" |
| 52% | ALANARKIN | 9 | Best Supporting Actor nominee for "Argo" |
| 51% | MICHAELCAINE | 12 | He won two Best Supporting Actor Oscars, for "Hannah and Her Sisters" and "The Cider House Rules": 2 wds. |
| 51% | OMARSHARIF | 10 | Best Supporting Actor nominee for "Lawrence of Arabia" |
| 49% | EDDIEREDMAYNE | 13 | Best Actor winner for 2014's "The Theory of Everything": 2 wds. |
| 49% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 48% | MARKRYLANCE | 11 | "Dunkirk" actor who won the 2016 Oscar for Best Supporting Actor ("Bridge of Spies"): 2 wds. |
| 48% | RENEEZELLWEGER | 14 | Best Actress Oscar winner for the 2019 film "Judy": 2 wds. |
| 48% | ALLISONJANNEY | 13 | Best Supporting Actress winner at the 2018 Critics' Choice Awards for her role in "I, Tonya": 2 wds. |
| 48% | KIRSTENDUNST | 12 | 2022 Best Supporting Actress Oscar nominee for "The Power of the Dog" (2 wds.) |
| 47% | SAMROCKWELL | 11 | "Vice" actor who won the 2018 Oscar for Best Supporting Actor ("Three Billboards Outside Ebbing, Missouri"): 2 wds. |
| 47% | AUNJANUEELLIS | 13 | 2022 Best Supporting Actress Oscar nominee for "King Richard" (2 wds.) |