| 100% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who plays Lilith Ritter in "Nightmare Alley" (2 wds.) |
| 58% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who stars in 18-Across: 2 wds. |
| 55% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2022: 2 wds. |
| 53% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who played the title choreographer in 45-Across: 2 wds. |
| 53% | JAMIEFOXX | 9 | Oscar winner who plays jazz pianist Joe Gardner in 1-Across (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. |
| 51% | WILLEMDAFOE | 11 | "The Florida Project" Oscar nominee who plays Clem Hoately in "Nightmare Alley" (2 wds.) |
| 51% | JAMESCAGNEY | 11 | "Yankee Doodle Dandy" Oscar winner who played Bottom in the 1935 film version of "A Midsummer Night's Dream": 2 wds. |
| 50% | HILARYSWANK | 11 | Two-time Best Actress Oscar winner who plays Bridget in 46-Across (2 wds.) |
| 50% | BRADLEYCOOPER | 13 | "A Star Is Born" Oscar nominee who plays Stan Carlisle in "Nightmare Alley" (2 wds.) |
| 50% | ROBINWILLIAMS | 13 | "Good Will Hunting" Oscar winner who plays the title nanny in "Mrs. Doubtfire" (2 wds.) |
| 50% | ERNESTBORGNINE | 14 | "Marty" Oscar winner who played the detective Mike Rogo in "The Poseidon Adventure" (2 wds.) |
| 50% | ANGELINAJOLIE | 13 | "Girl, Interrupted" Best Supporting Actress Oscar winner who plays Thena in Marvel's "Eternals" (2 wds.) |
| 50% | EMMATHOMPSON | 12 | "Howards End" Oscar winner who plays the title nanny in the "Nanny McPhee" films (2 wds.) |
| 49% | BRIELARSON | 10 | "Room" Oscar winner who plays Captain Marvel in Marvel films (2 wds.) |
| 49% | TIMOTHYHUTTON | 13 | "Ordinary People" Oscar winner who plays the father of 50-Across in a 2020 biopic (2 wds.) |
| 49% | NICOLASCAGE | 11 | "Leaving Las Vegas" Oscar winner who plays twin brothers Charlie and Donald Kaufman in "Adaptation" (2 wds.) |
| 49% | FORESTWHITAKER | 14 | "The Last King of Scotland" Best Actor Oscar winner who plays Zuri in the MCU (2 wds.) |
| 49% | MAUREENOHARA | 12 | 2014 Honorary Oscar winner who played Susan Walker's mother in "Miracle on 34th Street" (2 wds.) |
| 49% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who plays 50-Across in a 2020 biopic (2 wds.) |
| 49% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 49% | NATALIEPORTMAN | 14 | "Black Swan" Oscar winner who plays Jane Foster in Marvel films (2 wds.) |
| 49% | ALLISONJANNEY | 13 | "I, Tonya" Oscar winner who plays Colonel Howell in "The Creator" (2 wds.) |
| 48% | JACKPALANCE | 11 | "City Slickers" Oscar winner who plays twin brothers Curly and Duke Washburn in the "City Slickers" films (2 wds.) |
| 48% | TILDASWINTON | 12 | "Michael Clayton" Best Supporting Actress Oscar winner who plays The Ancient One in Marvel's "Doctor Strange" (2 wds.) |
| 48% | LUPITANYONGO | 12 | "12 Years a Slave" Best Supporting Actress Oscar winner who plays Nakia in Marvel's "Black Panther" (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% | GENEHACKMAN | 11 | "The French Connection" and "Unforgiven" Oscar winner who played the minister Frank Scott in "The Poseidon Adventure" (2 wds.) |
| 48% | ADRIENBRODY | 11 | "The Pianist" Oscar winner who plays a Hollywood film director working in a London theater in 31-Across (2 wds.) |