| 100% | ROBINWILLIAMS | 13 | "Good Will Hunting" star awarded the Best Supporting Actor Oscar at the 70th Academy Awards (2 wds.) |
| 68% | JACKNICHOLSON | 13 | "As Good as It Gets" star awarded the Best Actor Oscar at the 70th Academy Awards (March 23, 1998) (2 wds.) |
| 63% | HELENHUNT | 9 | "As Good as It Gets" star awarded the Best Actress Oscar at the 70th Academy Awards (2 wds.) |
| 59% | ANNEBANCROFT | 12 | "The Miracle Worker" star who won the Oscar for Best Actress at the 35th Academy Awards (2 wds.) |
| 55% | DOGDAY | 6 | "___ Afternoon," 1975 film starring Al Pacino for which he was nominated for the Academy Award for Best Actor: 2 wds. |
| 51% | ANTHONYHOPKINS | 14 | "The Father" star who won an Academy Award for Best Actor in 2021, becoming the oldest person to win an acting Oscar (2 wds.) |
| 51% | BRAD | 4 | ___ Pitt, actor who won an award for the Best Supporting Actor for "Once Upon a Time in Hollywood" at the 92nd Academy Awards |
| 50% | SIDNEYPOITIER | 13 | 15-Across, 30-Across, and "Lilies of the Field" star who was the first Black man to win an Academy Award for Best Actor (2 wds.) |
| 49% | ROBINWILLIAMS | 13 | "Good Will Hunting" actor who played Theodore Roosevelt in 2006's "Night at the Museum": 2 wds. |
| 49% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 49% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 49% | SEANCONNERY | 11 | Actor born in Scotland who won the Academy Award for Best Supporting Actor for playing Jimmy Malone in "The Untouchables": 2 wds. |
| 49% | ROSS | 4 | "Glengarry Glen ___," 1992 film starring Al Pacino for which he was nominated for the Academy Award for Best Supporting Actor |
| 48% | RUNNING | 7 | "___ on Empty," 1988 drama film starring River Phoenix for which he was nominated for the Academy Award for Best Supporting Actor |
| 48% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 48% | 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. |
| 48% | COUNTRYFOROLD | 13 | "No ___ Men," a movie in which Javier Bardem starred in and won the Best Actor Award at the Oscars for his performance: 3 wds. |
| 48% | MILLIONDOLLAR | 13 | "___ Baby," movie directed by Clint Eastwood which received seven Oscar nominations at the 77th Academy Awards: 2 wds. |
| 48% | CHRISTIANBALE | 13 | Actor born in Wales who won the Academy Award for Best Supporting Actor for playing Dick Dicky Eklund in the movie "The Fighter": 2 wds |
| 47% | JASONROBARDS | 12 | He won two Best Supporting Actor Oscars, for "All the President's Men" and "Julia": 2 wds. |
| 47% | ALLISONJANNEY | 13 | Best Supporting Actress winner at the 2018 Critics' Choice Awards for her role in "I, Tonya": 2 wds. |
| 47% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 46% | JESSICATANDY | 12 | "Driving Miss Daisy" star who is the oldest winner of the Academy Award for Best Actress (2 wds.) |
| 46% | RICHARDJEWELL | 13 | 2019 biographical drama starring Kathy Bates, who was nominated for a Best Supporting Actress Oscar for playing the title character's mother (2 wds.) |
| 45% | MARLEEMATLIN | 12 | "Children of a Lesser God" star who is the youngest winner of the Academy Award for Best Actress (2 wds.) |
| 45% | KODISMITMCPHEE | 14 | "The Power of the Dog" co-star who won a Golden Globe Award for Best Supporting Actor - Motion Picture in 2022 (2 wds.) |
| 45% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |
| 44% | DERN | 4 | Laura ___, actress who won an award for the Best Supporting Actress for "Marriage Story" at the 92nd Academy Awards |
| 44% | VIVAVILLA | 9 | 1934 movie for which Wallace Beery won the best actor award at the 2nd Venice Film Festival: 2 wds. |
| 44% | ONEDIRECTION | 12 | Boy band that was the Best New Artist at the 2012 MTV Video Music Awards: 2 wds. |