| 100% | TIMOTHYHUTTON | 13 | "Ordinary People" Oscar winner who plays the father of 50-Across in a 2020 biopic (2 wds.) |
| 60% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who plays 50-Across in a 2020 biopic (2 wds.) |
| 53% | ALANRITCHSON | 12 | "Reacher" actor who plays the father of a critically ill girl in "Ordinary Angels" (2 wds.) |
| 53% | JAMESCAGNEY | 11 | "Yankee Doodle Dandy" Oscar winner who played Bottom in the 1935 film version of "A Midsummer Night's Dream": 2 wds. |
| 52% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who played Demetrius in the 1999 film version of "A Midsummer Night's Dream": 2 wds. |
| 52% | HELENMIRREN | 11 | "The Queen" Oscar winner who played Hermia in the 1968 film version of "A Midsummer Night's Dream": 2 wds. |
| 52% | GARYSINISE | 10 | "Forrest Gump" Oscar nominee who plays the father of 18-Across in 31-Across (2 wds.) |
| 51% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who played the title choreographer in 45-Across: 2 wds. |
| 49% | SAMROCKWELL | 11 | Actor who plays the father in the 2015 remake of 18-Across: 2 wds. |
| 48% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 48% | BILLPAXTON | 10 | "Twister" actor who plays the father of 25-Across in the 2017 film "The Circle" (2 wds.) |
| 47% | ADRIENBRODY | 11 | "The Pianist" Oscar winner who plays a Hollywood film director working in a London theater in 31-Across (2 wds.) |
| 46% | CRAIGT | 6 | With 32-Across, "Coach" star who played the father in the 1982 version of 18-Across: 2 wds. |
| 46% | TIMOTHYHUTTON | 13 | "Ordinary People" actor who plays two roles in the 1993 film adaptation of 44-Across (2 wds.) |
| 46% | JOSEPHCOTTEN | 12 | Actor who played a reporter and friend of the title character in 17-Across: 2 wds. |
| 45% | JODIEFOSTER | 11 | Two-time Best Actress Oscar winner who plays Liz Danvers in season 4 of 43-Across (2 wds.) |
| 45% | EMMATHOMPSON | 12 | "Howard's End" Oscar winner who was appointed a Dame Commander of the Order of the British Empire (DBE) in 2018 (2 wds.) |
| 45% | MARLONBRANDO | 12 | "On the Waterfront" Oscar winner who won (and declined) a Best Actor Oscar for playing Vito Corleone in 47-Across (2 wds.) |
| 45% | ANTHONYHOPKINS | 14 | "The Silence of the Lambs" and "The Father" Best Actor Oscar winner who plays Odin in the MCU (2 wds.) |
| 45% | MAHERSHALAALI | 13 | Two-time Best Supporting Actor Oscar winner who plays Wayne Hayes in season 3 of 43-Across (2 wds.) |
| 45% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who plays a jaded London police inspector in 31-Across (2 wds.) |
| 45% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 45% | DIANNEWIEST | 11 | "Bullets Over Broadway" Oscar winner who plays the mother on 29-/32-Across: 2 wds. |
| 45% | ROBINWILLIAMS | 13 | "Good Will Hunting" Oscar winner who plays the title nanny in "Mrs. Doubtfire" (2 wds.) |
| 45% | ERNESTBORGNINE | 14 | "Marty" Oscar winner who played the detective Mike Rogo in "The Poseidon Adventure" (2 wds.) |
| 45% | EMMATHOMPSON | 12 | "Howards End" Oscar winner who plays the title nanny in the "Nanny McPhee" films (2 wds.) |
| 45% | JAMIEFOXX | 9 | "Ray" Oscar winner who is a creator and producer of "Alert: Missing Persons Unit": 2 wds. |
| 44% | JASONBIGGS | 10 | "American Pie" actor who plays the father in 18-Across: 2 wds. |
| 44% | DIANEKEATON | 11 | Actress who plays a mother in "Father of the Bride" (2 wds.) |
| 44% | MORRISCHESTNUT | 14 | Actor who plays the title character of 47-Across in a CBS series that premiered in January: 2 wds. |