| 100% | IMCHECKINOUT | 12 | "Postcards From the Edge" song for which Shel Silverstein got an Oscar nomination: 3 wds. |
| 41% | BOOGIENIGHTS | 12 | 1997 movie for which 14-Across got an Oscar nomination: 2 wds. |
| 39% | THRU | 4 | Where Dolly Parton was Travelin' when she got an 2005 Oscar nomination for Best Original Song in the movie "Transamerica" |
| 38% | JUNO | 4 | 2007 film for which Ellen Page got an Oscar nomination |
| 38% | ALI | 3 | 2001 biopic for which Will Smith got an Oscar nomination |
| 38% | ABOYNAMEDSUE | 12 | Johnny Cash song for which Shel Silverstein won a Grammy: 4 wds. |
| 37% | THISISME | 8 | Song from "The Greatest Showman" which won the Golden Globe Award for Best Original Song in 2017: 3 wds. |
| 37% | ALLTHATJAZZ | 11 | 1979 movie musical that earned Bob Fosse an Oscar nomination for Best Director: 3 wds. |
| 36% | LUSTFORLIFE | 11 | 1956 movie that earned 46-Across an Oscar nomination for Best Actor: 3 wds. |
| 36% | DAFOE | 5 | Actor Willem who got an Oscar nomination for "The Florida Project" |
| 35% | CRAZYFORYOU | 11 | 1985 #1 song for Madonna from the movie "Vision Quest": 3 wds. |
| 35% | WESTSIDESTORY | 13 | 1961 musical for which Rita Moreno won an Oscar: 3 wds. |
| 34% | WALKTHELINE | 11 | 2005 biopic for which 18-Across won an Oscar for playing June Carter: 3 wds |
| 34% | OLDTOWNROAD | 11 | Song for which Lil Nas X and Billy Ray Cyrus won the Grammy for Best Pop Duo/Group Performance in 2020: 3 wds. |
| 32% | ENYA | 4 | Singer with an Oscar nomination for "May It Be" (from the first "Lord of the Rings" film) |
| 32% | ALI | 3 | 2001 movie where Jon Voight got an Oscar nomination for playing Howard Cosell |
| 32% | ASINGLEMAN | 10 | 2009 drama for which 21-Across was nominated for an Oscar: 3 wds. |
| 31% | ALPACINO | 8 | He got an Oscar for "Scent of a Woman": 2 wds. |
| 30% | NICOLEKIDMAN | 12 | Australian actress who received an Oscar nomination for 2016's "Lion": 2 wds. |
| 30% | IHAVENOTHING | 12 | Oscar-nominated Whitney Houston song from the soundtrack of 14-Across: 3 wds. |
| 30% | THEDEERHUNTER | 13 | 1978 war film for which 18-Across earned her first Oscar nomination, for Best Supporting Actress (3 wds.) |
| 30% | RANDYNEWMAN | 11 | Recipient of 22 Oscar nominations for Best Original Song and Best Original Score, including songs and scores from 15-Across, 24-Across, and 45-Across (2 wds.) |
| 30% | MIRACLEWORKER | 13 | With "The," 1962 film for which 15-Across won an Oscar for portraying Helen Keller: 2 wds. |
| 30% | THEBANSHEES | 11 | With 42-Across, 2022 dark comedy for which Barry Keoghan received an Oscar nomination: 2 wds. |
| 30% | BRIDESMAIDS | 11 | 2011 comedy for which Melissa McCarthy received an Oscar nomination |
| 30% | CAPTAINFANTASTIC | 16 | 2016 film for which Viggo Mortensen earned an Oscar nomination |
| 30% | WAITUNTIL | 9 | 1967 thriller for which Audrey Hepburn received an Oscar nomination |
| 30% | NELL | 4 | 1994 movie for which Jodie Foster earned an Oscar nomination |
| 30% | BABE | 4 | 1995 movie for which James Cromwell received an Oscar nomination |
| 30% | WINTERSBONE | 11 | 2010 film set in the Ozarks for which 15-/48-Across received an Oscar nomination: 2 wds. |