| 100% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar-winning actor born February 20, 1927 (2 wds.) |
| 57% | SIDNEYPOITIER | 13 | "Lilies of the Field" actor who won a Grammy for the spoken word recording of his book "The Measure of a Man": 2 wds. |
| 54% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 51% | 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.) |
| 50% | BENKINGSLEY | 11 | Actor born in England who won the Academy Award for Best Actor for his portrayal of Mahatma Gandhi in the movie "Gandhi": 2 wds. |
| 48% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 46% | MARKRYLANCE | 11 | "Dunkirk" actor who won the 2016 Oscar for Best Supporting Actor ("Bridge of Spies"): 2 wds. |
| 44% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 43% | LILIES | 6 | __ of the Field, Poitier won historic Oscar |
| 43% | SEANCONNERY | 11 | Actor born in Scotland who won the Academy Award for Best Supporting Actor for playing Jimmy Malone in "The Untouchables": 2 wds. |
| 42% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 42% | 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 |
| 42% | WILLIAMHOLDEN | 13 | "Stalag 17" Oscar-winning actor who makes 28-Across flustered in the "L.A. at Last!" episode of "I Love Lucy" (2 wds.) |
| 41% | JONATHANDEMME | 13 | Director of the Oscar-winning psychological thriller film, "The Silence of the Lambs": 2 wds. |
| 41% | POITIER | 7 | "Lilies of the Field" actor |
| 41% | WILLIAMHOLDEN | 13 | Oscar-winning actor born in 1918 (2 wds.) |
| 41% | WEWON | 5 | Cry of the winning team: 2 wds. |
| 41% | KENNETHUTT | 10 | Co-producer of the Oscar-winning psychological thriller film, "The Silence of the Lambs": 2 wds. |
| 39% | TWENTYDOLLARS | 13 | Value of the currency that bears the likeness of 15-Across: 2 wds. |
| 39% | CHRISPRATT | 10 | "Guardians of the Galaxy" actor who once lived in a van: 2 wds. |
| 39% | MORGANFREEMAN | 13 | Oscar-winning actor who played 43-Across in the 2009 film "Invictus" (2 wds.) |
| 38% | GEORGECLOONEY | 13 | Oscar-winning actor who has been listed on the TIME 100 four times (2 wds.) |
| 38% | ALECGUINNESS | 12 | Oscar-winning actor who played 46-Across in the original "Star Wars" trilogy (2 wds.) |
| 38% | JAMIEFOXX | 9 | Host of "Beat Shazam" who won an Oscar for the film "Ray" (2 wds.) |
| 38% | ANTHONYHOPKINS | 14 | "The Silence of the Lambs" and "The Father" Best Actor Oscar winner who plays Odin in the MCU (2 wds.) |
| 38% | JESSEPLEMONS | 12 | "Killers of the Flower Moon" actor who costars in "Civil War": 2 wds. |
| 38% | RAE | 3 | Norma, the character Field won one of her Oscars for |
| 38% | DENIRO | 6 | Actor Robert of the 1995 crime drama "Heat": 2 wds. |
| 38% | SAMROCKWELL | 11 | "Vice" actor who won the 2018 Oscar for Best Supporting Actor ("Three Billboards Outside Ebbing, Missouri"): 2 wds. |
| 37% | AMALCLOONEY | 11 | This human-rights lawyer married to an Oscar-winning actor is one of the honorary event day chairs at the 2018 Met Ball: 2 wds. |