| 100% | 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.) |
| 55% | CATEBLANCHETT | 13 | Actress who won a Best Supporting Actress Oscar for playing Katharine Hepburn in the 2004 film "The Aviator" (2 wds.) |
| 54% | 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.) |
| 53% | JACKNICHOLSON | 13 | Actor who won three Oscars, for "One Flew Over the Cuckoo's Nest," "Terms of Endearment," and "As Good as It Gets": 2 wds. |
| 52% | LIZAMINNELLI | 12 | Singer/actress who won a Best Actress Oscar for playing Sally Bowles in "Cabaret" (2 wds.) |
| 50% | BRADDOURIF | 10 | Best Actor in a Supporting Role Oscar nominee for One Flew Over the Cuckoo's Nest |
| 49% | WHOOPIGOLDBERG | 14 | Actress who won a Best Supporting Actress Oscar for playing 19-Across in 62-Across (2 wds.) |
| 49% | BRADDOURIF | 10 | Best Actor in a Supporting Role Oscar-nominee for One Flew Over the Cuckoo's Nest |
| 49% | DOURIF | 6 | Brad —, Best Actor in a Supporting Role Oscar nominee for One Flew Over the Cuckoo's Nest |
| 49% | NICHOLSON | 9 | Jack —, Best Actor in a Leading Role Oscar winner for One Flew Over the Cuckoo's Nest |
| 49% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 49% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |
| 47% | ANNEBANCROFT | 12 | Actress who won a Tony and an Oscar for playing Helen Keller's teacher in "The Miracle Worker": 2 wds. |
| 47% | LOUISEFLETCHER | 14 | "One Flew Over the Cuckoo's Nest" actress whose last name means "a person who makes arrows": 2 wds. |
| 47% | INGRIDBERGMAN | 13 | Actress who won a Best Supporting Actress Oscar for her 14-minute performance in "Murder on the Orient Express" (2 wds.) |
| 47% | 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.) |
| 47% | HELENMIRREN | 11 | Actress who won a Best Actress Oscar as Queen Elizabeth II in "The Queen": 2 wds. |
| 47% | CATHERINEOHARA | 14 | Former SCTV regular who won the 2020 Emmy Award for Outstanding Lead Actress in a Comedy Series for playing Moira Rose on 46-Across (2 wds.) |
| 46% | SARAHPAULSON | 12 | "American Horror Story" actress who won the 2024 Best Leading Actress in a Play Tony for "Appropriate": 2 wds. |
| 46% | CUBAGOODINGJR | 13 | Actor who won a Best Supporting Actor Oscar for his role in the 1996 film "Jerry Maguire" (3 wds.) |
| 45% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 45% | MERYLSTREEP | 11 | Actress who won a Best Actress Oscar as Margaret Thatcher in "The Iron Lady": 2 wds. |
| 45% | NICOLEKIDMAN | 12 | Australian actress who won the Best Actress Oscar for 2002's "The Hours": 2 wds. |
| 45% | CATEBLANCHETT | 13 | Australian actress who won the Best Actress Oscar for 2013's "Blue Jasmine": 2 wds. |
| 45% | FLETCHER | 8 | Louise ___, actress from "One Flew Over the Cuckoo's Nest" who won the Best Actress Award at the 48th Academy Awards |
| 44% | MARLONBRANDO | 12 | "On the Waterfront" Oscar winner who won (and declined) a Best Actor Oscar for playing Vito Corleone in 47-Across (2 wds.) |
| 44% | VIOLADAVIS | 10 | Actress who won a Tony and an Oscar for playing Rose Maxson in "Fences": 2 wds. |
| 44% | SOPHIESCHOICE | 13 | 1982 film starring Meryl Streep, where she plays a Polish immigrant, a role that won her the Oscar for Best Actress: 2 wds. |
| 44% | VIVIENLEIGH | 11 | Actress who played Scarlett O'Hara in the film "Gone With the Wind" and also won an Oscar for her work in the film: 2 wds. |
| 43% | LIZAMINNELLI | 12 | "Arthur" actress who won the Best Actress Oscar for "Cabaret": 2 wds. |