| 100% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who turned 60 yesterday (2 wds.) |
| 67% | JODIEFOSTER | 11 | Two-time Oscar winner who turns 60 years old this week (2 wds.) |
| 58% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who plays 50-Across in a 2020 biopic (2 wds.) |
| 55% | ANNEHATHAWAY | 12 | "Les Misérables" Oscar winner who turns 40 years old this month (2 wds.) |
| 54% | JAMIEFOXX | 9 | "Ray" Best Actor Oscar winner who turns 50 on December 13, 2017 (2 wds.) |
| 54% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who turned 50 years old on January 30, 2024 (2 wds.) |
| 51% | LIONELRICHIE | 12 | "Say You, Say Me" Best Original Song Oscar winner who turns 75 years old on June 20, 2024 (2 wds.) |
| 49% | NATALIEPORTMAN | 14 | "Black Swan" Oscar winner who is a vegan: 2 wds. |
| 49% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who stars in 18-Across: 2 wds. |
| 48% | KEVINKLINE | 10 | "A Fish Called Wanda" Oscar winner who stars in 18-Across: 2 wds. |
| 47% | MARLONBRANDO | 12 | Two-time Oscar winner who portrayed the rogue colonel in 31-Across: 2 wds |
| 47% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 47% | MARTINLANDAU | 12 | Oscar winner for "Ed Wood" who died on July 15: 2 wds. |
| 47% | MARLONBRANDO | 12 | 1972 Best Actor Oscar winner who played 21-Across: 2 wds. |
| 47% | DIANNEWIEST | 11 | "Bullets Over Broadway" Oscar winner who plays the mother on 29-/32-Across: 2 wds. |
| 46% | BONGJOONHO | 10 | "Parasite" Oscar winner who directed the Robert Pattinson sci-fi film "Mickey 17": 2 wds., hyph. |
| 46% | JAMIEFOXX | 9 | "Ray" Oscar winner who is a creator and producer of "Alert: Missing Persons Unit": 2 wds. |
| 46% | CHARLIZETHERON | 14 | Oscar winner for "Monster" who was born in South Africa in 1975: 2 wds. |
| 46% | SAMROCKWELL | 11 | "Three Billboards Outside Ebbing, Missouri" Oscar winner who played the title choreographer in 45-Across: 2 wds. |
| 46% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 46% | HELENMIRREN | 11 | "The Queen" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2018: 2 wds. |
| 46% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2022: 2 wds. |
| 46% | RAMIMALEK | 9 | "Bohemian Rhapsody" Oscar winner who was in the James Bond movie "No Time to Die": 2 wds. |
| 45% | OCTAVIASPENCER | 14 | "The Help" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2017: 2 wds. |
| 45% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 45% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2008: 2 wds. |
| 45% | JUDIDENCH | 9 | "Shakespeare in Love" Oscar winner who was in eight James Bond movies from "GoldenEye" to "Spectre": 2 wds. |
| 44% | NICOLEKIDMAN | 12 | Oscar winner who co-stars with Meryl Streep in "The Hours" (2 wds.) |
| 44% | JAMIEFOXX | 9 | Oscar winner who plays jazz pianist Joe Gardner in 1-Across (2 wds.) |
| 44% | NICOLASCAGE | 11 | Oscar winner who stars in the 1998 film "City of Angels" (2 wds.) |