| 100% | BLINDSIDE | 9 | With "The," 2009 film for which 34-Across won an Oscar: 2 wds. |
| 75% | MIRACLEWORKER | 13 | With "The," 1962 film for which 15-Across won an Oscar for portraying Helen Keller: 2 wds. |
| 71% | USUALSUSPECTS | 13 | 1995 crime film for which Kevin Spacey won an Oscar, with "The": 2 wds. |
| 67% | LILIESOF | 8 | With 44-Across, film for which 30-Across won the Oscar for Best Actor: 2 wds. |
| 66% | BLACKSWAN | 9 | Film for which Natalie Portman won an Oscar: 2 wds. |
| 64% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 64% | NORMARAE | 8 | 1979 film for which Sally Field won an Oscar: 2 wds. |
| 62% | ALLABOUTSTEVE | 13 | 2009 film for which 34-Across won a Razzie for Worst Actress: 3 wds. |
| 59% | SCHINDLERSLIST | 14 | 1993 film for which 46-Across won a Grammy Award and an Oscar (2 wds.) |
| 57% | THEGRADUATE | 11 | 1967 film for which 18-Across won his Best Director Oscar: 2 wds. |
| 57% | THEHELP | 7 | 2011 film for which Octavia Spencer won the Oscar for Best Supporting Actress: 2 wds. |
| 55% | JAMIEFOXX | 9 | Host of "Beat Shazam" who won an Oscar for the film "Ray" (2 wds.) |
| 55% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 54% | LILIESOF | 8 | With 64-Across, film for which 47-Across won an Oscar for Best Actor |
| 54% | STILLALICE | 10 | 2014 film for which 30-Across recently won an Academy Award for Best Actress: 2 wds. |
| 54% | NORMARAE | 8 | 1979 movie for which Sally Field won an Oscar: 2 wds. |
| 54% | TRAININGDAY | 11 | 2001 Ethan Hawke starrer crime thriller film for which Denzel Washington won an Oscar award for Best Actor: 2 wds. |
| 52% | THEFAVOURITE | 12 | 2018 movie for which 13-Across won an Oscar playing Queen Anne: 2 wds. |
| 52% | GREENBOOK | 9 | 2018 film for which 47-Across won a Best Supporting Actor Oscar (2 wds.) |
| 52% | MICHAEL | 7 | With 32-Across, 2007 film for which Tilda Swinton won an Oscar for her portrayal of lawyer Karen Crowder |
| 52% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 52% | WINTERSBONE | 11 | 2010 film set in the Ozarks for which 15-/48-Across received an Oscar nomination: 2 wds. |
| 52% | COACHCARTER | 11 | 2005 sports drama for which 34-Across was honored with an NAACP Image Award (2 wds.) |
| 52% | LALA | 4 | "___ Land" (movie for which Emma Stone won an Oscar): 2 wds. |
| 51% | JENNIFERHUDSON | 14 | Actress who won an Oscar for her first feature film role, in "Dreamgirls": 2 wds. |
| 51% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 51% | NICOLEKIDMAN | 12 | Actress who won an Oscar for Best Actress for "The Hours" and a Worst Screen Couple Razzie Award with Will Ferrell for "Bewitched": 2 wds. |
| 50% | THEPIANO | 8 | Film for which Holly Hunter won an Oscar |
| 50% | SAMSMITH | 8 | Nonbinary singer who won an Oscar for the Bond theme "Writing's on the Wall": 2 wds. |
| 50% | CHRISTIANBALE | 13 | "American Hustle" actor who won an Oscar for his role in 48-Across' "The Fighter": 2 wds. |