| 100% | EMERALDFENNELL | 14 | Screenwriter who won a Best Original Screenplay Oscar for 2020's "Promising Young Woman": 2 wds. |
| 74% | SOFIACOPPOLA | 12 | Screenwriter who won a Best Original Screenplay Oscar for 2003's "Lost in Translation": 2 wds. |
| 74% | CALLIEKHOURI | 12 | Screenwriter who won a Best Original Screenplay Oscar for 1991's "Thelma & Louise": 2 wds. |
| 45% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 45% | HOLIDAYINN | 10 | 1942 film that won a Best Original Song Oscar for 34-Across: 2 wds. |
| 45% | KATHRYNBIGELOW | 14 | Woman who won the Best Director Oscar for 2009's "The Hurt Locker": 2 wds. |
| 44% | BOBFOSSE | 8 | Choreographer/director who won a Best Director Oscar for "Cabaret" (2 wds.) |
| 44% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 44% | LIZAMINNELLI | 12 | Singer/actress who won a Best Actress Oscar for playing Sally Bowles in "Cabaret" (2 wds.) |
| 43% | JULIEANDREWS | 12 | Actress who won a Best Actress Oscar for her first role in a feature film (Mary Poppins in 1964's "Mary Poppins") (2 wds.) |
| 43% | LOUISEFLETCHER | 14 | Actress who won a Best Actress Oscar for playing 46-Across in the 1975 film "One Flew Over the Cuckoo's Nest" (2 wds.) |
| 43% | TIMOTHYHUTTON | 13 | Actor who won a Best Supporting Actor Oscar for his first role in a feature film (Conrad Jarrett in 1980's "Ordinary People") (2 wds.) |
| 43% | LUDOVICBOURCE | 13 | French composer who won an Oscar for Best Original Score for 2011's "The Artist" (2 wds.) |
| 43% | LIONELRICHIE | 12 | Singer who won the Oscar in 1986 for Best Original Song, "Say You, Say Me": 2 wds. |
| 43% | WHOOPIGOLDBERG | 14 | Actress who won a Best Supporting Actress Oscar for playing 19-Across in 62-Across (2 wds.) |
| 43% | CHLOEZHAO | 9 | 16-Across director who won an Academy Award for Best Director in 2021, becoming the first non-white woman to win a directing Oscar (2 wds.) |
| 43% | LUPITANYONGO | 12 | Actress who won a Best Supporting Actress Oscar for her first role in a feature film (Patsey in 2013's "12 Years a Slave") (2 wds.) |
| 42% | CARRADINE | 9 | Keith —, actor who won a Best Music, Original Song Oscar for I'm Easy from 1975's Nashville |
| 42% | JACKPALANCE | 11 | Actor who won a Best Supporting Actor Oscar for his 12-minute performance in "City Slickers" (2 wds.) |
| 42% | KIMBASINGER | 11 | Actress who won a Best Supporting Actress Oscar for "L.A. Confidential" (2 wds.) |
| 42% | KIMBASINGER | 11 | Actress who won a Best Supporting Actress Oscar for her 15-minute performance in "L.A. Confidential" (2 wds.) |
| 42% | CATEBLANCHETT | 13 | Actress who won a Best Supporting Actress Oscar for playing Katharine Hepburn in the 2004 film "The Aviator" (2 wds.) |
| 42% | HER | 3 | R&B artist who won a Best Original Song Oscar for "Fight for You" |
| 41% | PACINO | 6 | Al who won a Best Actor Oscar for "Scent of a Woman" |
| 41% | CHARLIZETHERON | 14 | 15-Across and 29-Across star who won a Best Actress Oscar for "Monster" and who turns 45 today (2 wds.) |
| 41% | INGRIDBERGMAN | 13 | Actress who won a Best Supporting Actress Oscar for her 14-minute performance in "Murder on the Orient Express" (2 wds.) |
| 41% | LIZAMINNELLI | 12 | Actress who won an Oscar for Best Actress for "Cabaret" and a Worst Actress Razzie Award for "Rent-a-Cop": 2 wds. |
| 41% | KENNETHBRANAGH | 14 | "Belfast" writer/director who won a Golden Globe Award for Best Screenplay - Motion Picture in 2022 (2 wds.) |
| 41% | MERYLSTREEP | 11 | Actress who won a Best Actress Oscar as Margaret Thatcher in "The Iron Lady": 2 wds. |
| 41% | HELENMIRREN | 11 | Actress who won a Best Actress Oscar as Queen Elizabeth II in "The Queen": 2 wds. |