| 100% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who plays Aunt March in 36-Across (2 wds.) |
| 63% | SAOIRSERONAN | 12 | "Lady Bird" Oscar nominee who plays Jo March in 36-Across (2 wds.) |
| 59% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who played the title choreographer in 45-Across: 2 wds. |
| 58% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2008: 2 wds. |
| 57% | OLIVIACOLMAN | 12 | Oscar winner who co-stars with Meryl Streep in "The Iron Lady" (2 wds.) |
| 56% | TIMOTHYHUTTON | 13 | "Ordinary People" Oscar winner who plays the father of 50-Across in a 2020 biopic (2 wds.) |
| 54% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 54% | JAMESCAGNEY | 11 | "Yankee Doodle Dandy" Oscar winner who played Bottom in the 1935 film version of "A Midsummer Night's Dream": 2 wds. |
| 54% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who played Demetrius in the 1999 film version of "A Midsummer Night's Dream": 2 wds. |
| 54% | HELENMIRREN | 11 | "The Queen" Oscar winner who played Hermia in the 1968 film version of "A Midsummer Night's Dream": 2 wds. |
| 53% | DIANNEWIEST | 11 | "Bullets Over Broadway" Oscar winner who plays the mother on 29-/32-Across: 2 wds. |
| 53% | ROBINWILLIAMS | 13 | "Good Will Hunting" Oscar winner who plays the title nanny in "Mrs. Doubtfire" (2 wds.) |
| 53% | ERNESTBORGNINE | 14 | "Marty" Oscar winner who played the detective Mike Rogo in "The Poseidon Adventure" (2 wds.) |
| 53% | EMMATHOMPSON | 12 | "Howards End" Oscar winner who plays the title nanny in the "Nanny McPhee" films (2 wds.) |
| 52% | JACKPALANCE | 11 | "City Slickers" Oscar winner who plays twin brothers Curly and Duke Washburn in the "City Slickers" films (2 wds.) |
| 52% | TILDASWINTON | 12 | "Michael Clayton" Best Supporting Actress Oscar winner who plays The Ancient One in Marvel's "Doctor Strange" (2 wds.) |
| 51% | JAMIEFOXX | 9 | Oscar winner who plays jazz pianist Joe Gardner in 1-Across (2 wds.) |
| 51% | HILARYSWANK | 11 | Two-time Best Actress Oscar winner who plays Bridget in 46-Across (2 wds.) |
| 51% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who plays 50-Across in a 2020 biopic (2 wds.) |
| 50% | ADRIENBRODY | 11 | "The Pianist" Oscar winner who plays a Hollywood film director working in a London theater in 31-Across (2 wds.) |
| 50% | GENEHACKMAN | 11 | "The French Connection" and "Unforgiven" Oscar winner who played the minister Frank Scott in "The Poseidon Adventure" (2 wds.) |
| 49% | FORESTWHITAKER | 14 | "The Last King of Scotland" Best Actor Oscar winner who plays Zuri in the MCU (2 wds.) |
| 49% | MARLONBRANDO | 12 | Two-time Oscar winner who portrayed the rogue colonel in 31-Across: 2 wds |
| 48% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who plays a jaded London police inspector in 31-Across (2 wds.) |
| 48% | MICHAELDOUGLAS | 14 | "Wall Street" Best Actor Oscar winner who plays Hank Pym in the Marvel Cinematic Universe (2 wds.) |
| 47% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 47% | RAMIMALEK | 9 | "Bohemian Rhapsody" Oscar winner who was in the James Bond movie "No Time to Die": 2 wds. |
| 47% | ALLISONJANNEY | 13 | "I, Tonya" Oscar winner who plays Colonel Howell in "The Creator" (2 wds.) |
| 47% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who plays (spoiler alert!) twin brothers Alfred Borden and Bernard Fallon in "The Prestige" (2 wds.) |
| 47% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |