| 100% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who played the title choreographer in 45-Across: 2 wds. |
| 64% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who plays a jaded London police inspector in 31-Across (2 wds.) |
| 54% | WOODYHARRELSON | 14 | "Three Billboards Outside Ebbing, Missouri" actor who plays Tobias Beckett in 55-Across (2 wds.) |
| 53% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" actor who voices the title gorilla in "The One and Only Ivan" (2 wds.) |
| 52% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" actor who plays a spy in "Argylle" (2 wds.) |
| 51% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" actor who plays George W. Bush in "Vice" (2 wds.) |
| 49% | ROBINWILLIAMS | 13 | "Good Will Hunting" Oscar winner who plays the title nanny in "Mrs. Doubtfire" (2 wds.) |
| 49% | EMMATHOMPSON | 12 | "Howards End" Oscar winner who plays the title nanny in the "Nanny McPhee" films (2 wds.) |
| 47% | TIMOTHYHUTTON | 13 | "Ordinary People" Oscar winner who plays the father of 50-Across in a 2020 biopic (2 wds.) |
| 44% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 44% | ERNESTBORGNINE | 14 | "Marty" Oscar winner who played the detective Mike Rogo in "The Poseidon Adventure" (2 wds.) |
| 43% | JAMESCAGNEY | 11 | "Yankee Doodle Dandy" Oscar winner who played Bottom in the 1935 film version of "A Midsummer Night's Dream": 2 wds. |
| 43% | SAMROCKWELL | 11 | "Vice" actor who won the 2018 Oscar for Best Supporting Actor ("Three Billboards Outside Ebbing, Missouri"): 2 wds. |
| 43% | DIANNEWIEST | 11 | "Bullets Over Broadway" Oscar winner who plays the mother on 29-/32-Across: 2 wds. |
| 43% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who played Demetrius in the 1999 film version of "A Midsummer Night's Dream": 2 wds. |
| 43% | HELENMIRREN | 11 | "The Queen" Oscar winner who played Hermia in the 1968 film version of "A Midsummer Night's Dream": 2 wds. |
| 43% | MICHAELDOUGLAS | 14 | "Wall Street" Best Actor Oscar winner who plays Hank Pym in the Marvel Cinematic Universe (2 wds.) |
| 42% | TONYTODD | 8 | "Final Destination" actor who plays the title role in 16-Across: 2 wds. |
| 42% | RACHELMCADAMS | 13 | "Doctor Strange" actress who plays the title character's mom in 33-/49-Across: 2 wds. |
| 42% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 42% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who plays Aunt March in 36-Across (2 wds.) |
| 41% | HENRYFONDA | 10 | "On Golden Pond" actor who played the title role in 32-Across: 2 wds. |
| 41% | JACKPALANCE | 11 | "City Slickers" Oscar winner who plays twin brothers Curly and Duke Washburn in the "City Slickers" films (2 wds.) |
| 41% | MARLONBRANDO | 12 | Two-time Oscar winner who portrayed the rogue colonel in 31-Across: 2 wds |
| 41% | JAMIEFOXX | 9 | Oscar winner who plays jazz pianist Joe Gardner in 1-Across (2 wds.) |
| 41% | SAM | 3 | "Three Billboards Outside Ebbing, Missouri" Oscar winner Rockwell |
| 41% | SAM | 3 | “Three Billboards Outside Ebbing, Missouri” Oscar winner Rockwell |
| 41% | GENEHACKMAN | 11 | "The French Connection" and "Unforgiven" Oscar winner who played the minister Frank Scott in "The Poseidon Adventure" (2 wds.) |
| 41% | HARRELSON | 9 | Actor Woody of "Three Billboards Outside Ebbing, Missouri," who plays Solo's mentor Tobias Beckett in "Solo: A Star Wars Story" |
| 40% | DENNISQUAID | 11 | "Flight of the Phoenix" actor who plays the title role in 16-Across: 2 wds. |