| 100% | BILLMURRAY | 10 | "Lost in Translation" Best Actor Oscar nominee who voices Boss in 43-Across (2 wds.) |
| 83% | BRYANCRANSTON | 13 | "Trumbo" Best Actor Oscar nominee who voices Chief in 43-Across (2 wds.) |
| 64% | MICHAELSHANNON | 14 | Two-time Best Supporting Actor Oscar nominee who plays Nicky in 46-Across (2 wds.) |
| 59% | DANIELKALUUYA | 13 | "Get Out" Best Actor Oscar nominee who plays Jatemme Manning in "Widows" (2 wds.) |
| 58% | LIAMNEESON | 10 | "Schindler's List" Best Actor Oscar nominee who plays Harry Rawlins in "Widows" (2 wds.) |
| 55% | MAHERSHALAALI | 13 | Two-time Best Supporting Actor Oscar winner who plays Wayne Hayes in season 3 of 43-Across (2 wds.) |
| 53% | ROBINWILLIAMS | 13 | Oscar-winning actor ("Good Will Hunting") who voiced a penguin in "Happy Feet": 2 wds. |
| 53% | DUSTINHOFFMAN | 13 | Best Actor Oscar nominee for playing Benjamin Braddock in 28-Across (2 wds.) |
| 52% | SOFIACOPPOLA | 12 | Screenwriter who won a Best Original Screenplay Oscar for 2003's "Lost in Translation": 2 wds. |
| 51% | FORESTWHITAKER | 14 | "The Last King of Scotland" Best Actor Oscar winner who plays Zuri in the MCU (2 wds.) |
| 50% | ANTHONYHOPKINS | 14 | "The Silence of the Lambs" and "The Father" Best Actor Oscar winner who plays Odin in the MCU (2 wds.) |
| 50% | JASONSUDEIKIS | 13 | "Horrible Bosses" actor who voices Red in "The Angry Birds Movie 2": 2 wds. |
| 50% | VIOLADAVIS | 10 | "The Help" Best Actress Oscar nominee who plays Veronica Rawlins in "Widows" (2 wds.) |
| 50% | BILLMURRAY | 10 | Best Actor in a Leading Role Oscar nominee for Lost in Translation |
| 50% | BILLHADER | 9 | "The Skeleton Twins" actor who voiced Fear in 47-Across: 2 wds. |
| 50% | RACHELMCADAMS | 13 | "Spotlight" Best Supporting Actress Oscar nominee who co-stars in 14-Across, 25-Across, and 35-Across (2 wds.) |
| 49% | GEOFFREYRUSH | 12 | Oscar-winning actor ("Shine") who voiced a pelican in "Finding Nemo": 2 wds. |
| 49% | MARLONBRANDO | 12 | 1972 Best Actor Oscar winner who played 21-Across: 2 wds. |
| 49% | COLINFARRELL | 12 | Best Actor Oscar nominee for his portrayal of a man who is suddenly cut out of the life of his best friend in the 2022 film "The Banshees of Inisherin" (2 wds.) |
| 48% | BRADLEYCOOPER | 13 | 2024 Best Actor Oscar nominee for portraying composer/conductor Leonard Bernstein in "Maestro" (2 wds.) |
| 48% | JODIEFOSTER | 11 | Two-time Best Actress Oscar winner who plays Liz Danvers in season 4 of 43-Across (2 wds.) |
| 48% | SOFIACOPPOLA | 12 | "Lost in Translation" director who was the third woman nominated for a Best Director Oscar (2 wds.) |
| 48% | SIDNEYPOITIER | 13 | Oscar-winning actor who played 43-Across in a 1997 TV film (2 wds.) |
| 48% | MORGANFREEMAN | 13 | Oscar-winning actor who played 43-Across in the 2009 film "Invictus" (2 wds.) |
| 48% | ROSAMUNDPIKE | 12 | "Gone Girl" Oscar nominee who plays Moiraine in 34-Across (2 wds.) |
| 48% | ALFREDMOLINA | 12 | "Spider-Man 2" actor who plays Jack Radcliff's boss in 35-Across (2 wds.) |
| 47% | COLMANDOMINGO | 13 | 2024 Best Actor Oscar nominee for portraying civil rights leader Bayard Rustin in "Rustin" (2 wds.) |
| 47% | TOMHANKS | 8 | Actor who won back-to-back Best Actor Oscars in the 1990s (2 wds.) |
| 47% | HILARYSWANK | 11 | Two-time Best Actress Oscar winner who plays Bridget in 46-Across (2 wds.) |
| 47% | BILLYCRYSTAL | 12 | "Soap" actor who voices Mike in 40-Across (2 wds.) |