| 100% | GARYCOOPER | 10 | 1952 Best Actor for 37- and 38-Across |
| 54% | SEAN | 4 | With 38-Across, Best Actor Oscar winner for both "Mystic River" and "Milk" |
| 46% | STALLONE | 8 | Best Actor and Best Original Screenplay nominee for "Rocky" |
| 46% | PENN | 4 | Best Actor Oscar winner for "Mystic River" and "Milk" |
| 46% | SEAN | 4 | With 57-Across, Best Actor Oscar winner for "Milk" and "Mystic River" |
| 45% | ARTCARNEY | 9 | Best Actor Oscar winner for 1974's "Harry and Tonto" |
| 45% | SEANPENN | 8 | Best Actor Oscar winner for "Milk" and "Mystic River" (2 wds.) |
| 42% | DUSTIN | 6 | Best Actor in a Leading Role Oscar winner for Rain Man and Kramer vs Kramer |
| 42% | JANETS | 6 | *Reno and 38-Across, for two |
| 42% | CARNEY | 6 | Art —, Best Actor in a Leading Role Oscar winner for Harry and Tonto |
| 42% | JEFFDANIELS | 11 | Actor who won a 2013 Emmy for playing Will McAvoy, the anchor and managing editor on 37-Across: 2 wds. |
| 42% | MICKEYROONEY | 12 | Best Actor in a Leading Role Oscar nominee for Babes in Arms and The Human Comedy |
| 42% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 42% | PENN | 4 | Sean —, Best Actor in a Leading Role Oscar winner for Milk and Mystic River |
| 42% | SANTINO | 7 | With 38-Across, "Tootsie" actor who won the 2019 Tony Award for Best Performance by a Leading Actor in a Musical |
| 41% | DANIELDAYLEWIS | 14 | Best Actor Oscar winner for "My Left Foot," "There Will Be Blood," and "Lincoln": 2 wds., hyph. |
| 40% | MATT | 4 | & 18D Best Actor in a Leading Role Oscar nominee for Good Will Hunting and The Martian |
| 40% | DAMON | 5 | Matt —, Best Actor in a Leading Role Oscar-nominee for Good Will Hunting and The Martian |
| 40% | OLIVIER | 7 | Best Actor for "Hamlet," 1948 |
| 40% | SHELLEY | 7 | With 37-Across, she won two Best Supporting Actress Oscars, for "The Diary of Anne Frank" and "A Patch of Blue" |
| 39% | THEBRIDGE | 9 | First part of a 1952 best seller's title, followed by 37- and 51-Across |
| 39% | IWONDERWHERETHE | 15 | With 37- and 38-Across, a musing |
| 39% | LOUGOSSETTJR | 12 | 1982 Best Supporting Actor Oscar winner for "An Officer and a Gentleman" (3 wds.) |
| 39% | AUSTINBUTLER | 12 | Best Actor Oscar nominee for his portrayal of the "King of Rock and Roll" in the 2022 film "Elvis" (2 wds.) |
| 39% | DAYLEWIS | 8 | Daniel —, Best Actor in a Leading Role Oscar winner for My Left Foot, There Will Be Blood and Lincoln |
| 38% | ALI | 3 | Best Supporting Actor winner for 2016 and 2018 |
| 38% | GENEHACKMAN | 11 | Winner of a Best Actor Oscar for "The French Connection" and a Best Supporting Actor Oscar for "Unforgiven": 2 wds. |