| 100% | WESTSIDESTORY | 13 | 1961 musical for which Rita Moreno won an Oscar: 3 wds. |
| 77% | WESTSIDESTORY | 13 | *1961 musical for which Rita Moreno won an Oscar |
| 68% | THEMUPPETSHOW | 13 | Kids' program for which Rita Moreno won an Emmy: 3 wds. |
| 65% | WESTSIDESTORY | 13 | 1961 movie musical for which Rita Moreno won the Oscar in her EGOT |
| 56% | WESTSIDESTORY | 13 | 1961 musical film starring Rita Moreno and Natalie Wood that won 10 Oscars (3 wds.) |
| 52% | WESTSIDESTORY | 13 | 1961 movie musical about rival street gangs that won an Oscar for Best Picture: 3 wds. |
| 51% | CABARET | 7 | Musical for which Liza Minnelli won an Oscar |
| 51% | WESTSIDESTORY | 13 | 1961 film starring Rita Moreno, who won a Best Supporting Actress Oscar for playing Anita (3 wds.) |
| 48% | CHICAGO | 7 | Musical for which Catherine Zeta-Jones won an Oscar |
| 48% | WALKTHELINE | 11 | 2005 biopic for which 18-Across won an Oscar for playing June Carter: 3 wds |
| 47% | BLACKSWAN | 9 | Film for which Natalie Portman won an Oscar: 2 wds. |
| 47% | NORMARAE | 8 | 1979 film for which Sally Field won an Oscar: 2 wds. |
| 47% | NORMARAE | 8 | 1979 movie for which Sally Field won an Oscar: 2 wds. |
| 45% | LALA | 4 | "___ Land" (movie for which Emma Stone won an Oscar): 2 wds. |
| 43% | WESTSIDESTORY | 13 | Movie for which 59-Across won an Oscar, 1961 |
| 43% | WHATWASI | 8 | With 48-Across, Billie Eilish hit from "Barbie" that won an Oscar for Best Original Song: 3 wds. |
| 43% | USUALSUSPECTS | 13 | 1995 crime film for which Kevin Spacey won an Oscar, with "The": 2 wds. |
| 43% | MYCOUSINVINNY | 13 | 1992 courtroom comedy for which 18-Across won an Academy Award: 3 wds. |
| 43% | ROBERTDENIRO | 12 | "Raging Bull" actor who won an Oscar for portraying 40-Across in 1974's "The Godfather Part II": 3 wds. |
| 42% | GOINGMYWAY | 10 | 1944 movie musical about a young parish priest that won an Oscar for Best Picture: 3 wds. |
| 42% | MYFAIRLADY | 10 | 1964 movie musical about a Cockney flower girl that won an Oscar for Best Picture: 3 wds. |
| 41% | LETITGO | 7 | "Frozen" song that won an Oscar for Best Original Song in 2014 (3 wds.) |
| 41% | THEGOODWIFE | 11 | CBS legal drama for which Martha Plimpton won an Outstanding Guest Actress Emmy: 3 wds. |
| 41% | ASINGLEMAN | 10 | 2009 drama for which 21-Across was nominated for an Oscar: 3 wds. |
| 41% | MORENO | 6 | Rita who won an Oscar for "West Side Story" |
| 41% | CITYOFSTARS | 11 | "La La Land" song that won an Oscar for Best Original Song in 2017 (3 wds.) |
| 40% | THEFAVOURITE | 12 | 2018 movie for which 13-Across won an Oscar playing Queen Anne: 2 wds. |
| 40% | SHAMPOO | 7 | Movie for which Lee Grant won an Oscar |
| 40% | KLUTE | 5 | Movie for which Jane Fonda won an Oscar |
| 40% | MARTY | 5 | Movie for which Ernest Borgnine won an Oscar |