| 100% | DRSTRANGELOVE | 13 | 1964 comedy that earned Peter Sellers a Best Actor Oscar nomination for playing three roles: 2 wds. |
| 60% | BEING | 5 | With 47-Across, dramedy that earned Peter Sellers a Best Actor Oscar nomination, for playing a gardener mistaken for a profound thinker |
| 44% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 43% | CHARLTONHESTON | 14 | Winner of a Best Actor Oscar for playing Judah Ben-Hur, the title role of 1959's Best Picture: 2 wds. |
| 41% | PETERPAN | 8 | Title role that earned Mary Martin a Best Actress Tony for playing a boy who could fly: 2 wds. |
| 40% | NELLIEFORBUSH | 13 | "South Pacific" role that earned Mary Martin a Best Actress Tony for playing a WWII Navy nurse: 2 wds. |
| 40% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 39% | GREGORYPECK | 11 | 1963 Best Actor Oscar winner for playing Atticus Finch in "To Kill a Mockingbird": 2 wds. |
| 36% | DRSTRANGELOVE | 13 | 1964 Stanley Kubrick comedy starring Peter Sellers in three roles: 2 wds. |
| 35% | LUSTFORLIFE | 11 | 1956 movie that earned 46-Across an Oscar nomination for Best Actor: 3 wds. |
| 35% | DIANEKEATON | 11 | Winner of a Best Actress Oscar for playing Annie Hall, the title role of 1977's Best Picture: 2 wds. |
| 35% | REXHARRISON | 11 | 1965 Best Actor Oscar winner for playing Henry Higgins in "My Fair Lady": 2 wds. |
| 34% | DUSTINHOFFMAN | 13 | Best Actor Oscar nominee for playing Benjamin Braddock in 28-Across (2 wds.) |
| 34% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 34% | GENEHACKMAN | 11 | Winner of a Best Actor Oscar for "The French Connection" and a Best Supporting Actor Oscar for "Unforgiven": 2 wds. |
| 33% | MICKEYROONEY | 12 | Best Actor in a Leading Role Oscar nominee for Babes in Arms and The Human Comedy |
| 32% | CHOPSUEY | 8 | 2001 song that earned 30-Across its first Grammy nomination, for Best Metal Performance: 2 wds. |
| 32% | MARIAVONTRAPP | 13 | "The Sound of Music" role that earned Mary Martin a Best Actress Tony for playing the governess and stepmother to seven children: 3 wds. |
| 32% | MYFAIRLADY | 10 | 1964 movie musical about a Cockney flower girl that won an Oscar for Best Picture: 3 wds. |
| 32% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 32% | 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. |
| 32% | USTINOV | 7 | Peter —, Best Actor in a Supporting Role Oscar winner for Topkapi |
| 32% | USTINOV | 7 | Peter —, Best Actor in a Supporting Role Oscar-winner for Topkapi |
| 32% | GILBERTGRAPE | 12 | "What's Eating ___," film for which Leonardo DiCaprio (birthday today) received an Oscar nomination for best actor in a supporting role: 2 wds. |
| 32% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |
| 32% | FALK | 4 | Peter —, Best Actor in a Supporting Role Oscar nominee for Murder, Inc |
| 32% | SELLERS | 7 | Peter —, Best Actor in a Leading Role Oscar nominee for Being There |
| 32% | ROBERTDUVALL | 12 | One of three nominees for a Best Supporting Actor Oscar for 47-Across (2 wds.) |
| 31% | OTOOLE | 6 | Peter —, Best Actor in a Leading Role Oscar-nominee for The Ruling Class |
| 31% | JACKNICHOLSON | 13 | Actor with a record 12 Oscar nominations for acting (2 wds.) |