| 100% | WALKTHELINE | 11 | 2005 biopic for which 18-Across won an Oscar for playing June Carter: 3 wds |
| 53% | MYCOUSINVINNY | 13 | 1992 courtroom comedy for which 18-Across won an Academy Award: 3 wds. |
| 50% | THEFAVOURITE | 12 | 2018 movie for which 13-Across won an Oscar playing Queen Anne: 2 wds. |
| 49% | WESTSIDESTORY | 13 | 1961 musical for which Rita Moreno won an Oscar: 3 wds. |
| 46% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 45% | CATBALLOU | 9 | 1965 movie for which Lee Marvin won an Oscar for playing two different characters |
| 45% | RAY | 3 | 2004 musician biopic for which Jamie Foxx won an Oscar |
| 44% | MIRACLEWORKER | 13 | With "The," 1962 film for which 15-Across won an Oscar for portraying Helen Keller: 2 wds. |
| 44% | THEGRADUATE | 11 | 1967 film for which 18-Across won his Best Director Oscar: 2 wds. |
| 44% | BLINDSIDE | 9 | With "The," 2009 film for which 34-Across won an Oscar: 2 wds. |
| 44% | THE | 3 | With 55-Across and 56-Across, 2011 biopic for which 18-Across won her second Best Actress Oscar |
| 44% | WHATWASI | 8 | With 48-Across, Billie Eilish hit from "Barbie" that won an Oscar for Best Original Song: 3 wds. |
| 43% | JULIANNEMOORE | 13 | 18-Across actress who won an Oscar for 39-Across (2 wds.) |
| 43% | BLACKSWAN | 9 | Film for which Natalie Portman won an Oscar: 2 wds. |
| 43% | JULIEANDREWS | 12 | "The Sound of Music" actress who won an Oscar for playing the title role in 40-Across (2 wds.) |
| 43% | NORMARAE | 8 | 1979 film for which Sally Field won an Oscar: 2 wds. |
| 43% | LALA | 4 | "___ Land" (movie for which Emma Stone won an Oscar): 2 wds. |
| 43% | NORMARAE | 8 | 1979 movie for which Sally Field won an Oscar: 2 wds. |
| 42% | SCHINDLERSLIST | 14 | 1993 film for which 46-Across won a Grammy Award and an Oscar (2 wds.) |
| 42% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title nanny in "Mary Poppins" (2 wds.) |
| 42% | THEGOODWIFE | 11 | CBS legal drama for which Martha Plimpton won an Outstanding Guest Actress Emmy: 3 wds. |
| 42% | SEANPENN | 8 | Actor who won an Oscar for playing Harvey Milk in "Milk" (2 wds.) |
| 42% | USUALSUSPECTS | 13 | 1995 crime film for which Kevin Spacey won an Oscar, with "The": 2 wds. |
| 41% | ASINGLEMAN | 10 | 2009 drama for which 21-Across was nominated for an Oscar: 3 wds. |
| 41% | THEMUPPETSHOW | 13 | Kids' program for which Rita Moreno won an Emmy: 3 wds. |
| 41% | ROBERTDENIRO | 12 | "Raging Bull" actor who won an Oscar for portraying 40-Across in 1974's "The Godfather Part II": 3 wds. |
| 41% | WESTSIDESTORY | 13 | 1961 movie musical about rival street gangs that won an Oscar for Best Picture: 3 wds. |
| 41% | GOINGMYWAY | 10 | 1944 movie musical about a young parish priest that won an Oscar for Best Picture: 3 wds. |
| 41% | MYFAIRLADY | 10 | 1964 movie musical about a Cockney flower girl that won an Oscar for Best Picture: 3 wds. |
| 41% | BOYSDONTCRY | 11 | 1999 film for which 46-Across won an Academy Award for Best Actress (3 wds.) |