| 100% | LILIESOF | 8 | With 44-Across, film for which 30-Across won the Oscar for Best Actor: 2 wds. |
| 73% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 67% | THEHELP | 7 | 2011 film for which Octavia Spencer won the Oscar for Best Supporting Actress: 2 wds. |
| 64% | BLINDSIDE | 9 | With "The," 2009 film for which 34-Across won an Oscar: 2 wds. |
| 63% | LILIESOF | 8 | With 64-Across, film for which 47-Across won an Oscar for Best Actor |
| 63% | GREENBOOK | 9 | 2018 film for which 47-Across won a Best Supporting Actor Oscar (2 wds.) |
| 62% | MIRACLEWORKER | 13 | With "The," 1962 film for which 15-Across won an Oscar for portraying Helen Keller: 2 wds. |
| 61% | LALA | 4 | "___ Land," movie for which Emma Stone won the Oscar for Best Actress: 2 wds. |
| 60% | MOONLIGHT | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2017 |
| 60% | TRAININGDAY | 11 | 2001 Ethan Hawke starrer crime thriller film for which Denzel Washington won an Oscar award for Best Actor: 2 wds. |
| 60% | ONEMILLION | 10 | "__ B.C.," a 1940 fantasy film which won the Oscar for Best Special Effects for its depiction of dinosaurs: 2 wds. |
| 59% | USUALSUSPECTS | 13 | 1995 crime film for which Kevin Spacey won an Oscar, with "The": 2 wds. |
| 59% | VIVAVILLA | 9 | 1934 movie for which Wallace Beery won the best actor award at the 2nd Venice Film Festival: 2 wds. |
| 59% | THEGRADUATE | 11 | 1967 film for which 18-Across won his Best Director Oscar: 2 wds. |
| 58% | STILLALICE | 10 | 2014 film for which 30-Across recently won an Academy Award for Best Actress: 2 wds. |
| 57% | THEGREATEST | 11 | With 42-Across, 1952 circus film that won the Best Picture Oscar: 2 wds. |
| 57% | DARKESTHOUR | 11 | A 2017 war drama film for which actor Gary Oldman (birthday today) won the Academy Award for Best Actor: 2 wds. |
| 56% | BLOODDIAMOND | 12 | Political thriller film starring Leonardo DiCaprio for which he received an Oscar nomination for best actor: 2 wds. |
| 56% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 56% | DALLASBUYERS | 12 | "___ Club," 2013 biography-drama starring Matthew McConaughey (birthday today), for which he won the Best Actor Oscar: 2 wds. |
| 56% | KEVINCOSTNER | 12 | He won the Best Director Oscar for the first film he directed, 1990's "Dances With Wolves": 2 wds. |
| 55% | FINDINGNEMO | 11 | 2003 Pixar film about a lost fish that won the Oscar for Best Animated Feature: 2 wds. |
| 55% | SCENTOFA | 8 | "___ Woman," 1992 film starring Al Pacino (birthday today) for which he won the Academy Award for Best Actor: 3 wds. |
| 55% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 54% | CHAMP | 5 | The —, 1931 film for which Wallace Beery won a Best Actor in a Leading Role Oscar |
| 53% | HELLODOLLY | 10 | Broadway show for which 30-Across won the 1964 Tony Award for Best Actress in a Musical (2 wds.) |
| 53% | THEDEPARTED | 11 | Martin Scorsese film that won the Oscar for Best Picture in 2007 (2 wds.) |
| 53% | 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. |
| 53% | MOONLIGHT | 9 | 2016 film for which 47-Across won a Best Supporting Actor Oscar |
| 52% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |