| 100% | WORKINGGIRL | 11 | 1988 film featuring the Oscar-winning song "Let the River Run" by Carly Simon: 2 wds. |
| 58% | WHITENIGHTS | 11 | 1985 film featuring the Oscar-winning song "Say You, Say Me" by Lionel Richie: 2 wds. |
| 53% | DIRTYDANCING | 12 | 1987 film featuring the Oscar-winning song "(I've Had) The Time of My Life" by Bill Medley and Jennifer Warnes: 2 wds. |
| 41% | FINDINGNEMO | 11 | 2003 Pixar film about a lost fish that won the Oscar for Best Animated Feature: 2 wds. |
| 41% | CARLY | 5 | Singer/songwriter Simon who won a Grammy and an Oscar for "Let the River Run" |
| 40% | MRSROBINSON | 11 | Song by Simon & Garfunkel which was included in the 1967 film "The Graduate" and originally appeared on the album "Bookends": 2 wds. |
| 39% | ASTARISBORN | 11 | 2018 film featuring the Oscar-winning song “Shallow” |
| 38% | PULPFICTION | 11 | Best Picture Oscar nominee directed by Quentin Tarantino that won the Palme d'Or at the Cannes Film Festival in 1994 (2 wds.) |
| 38% | APOCALYPSENOW | 13 | Best Picture Oscar nominee directed by Francis Ford Coppola that won the Palme d'Or at the Cannes Film Festival in 1979 (2 wds.) |
| 38% | RAINMAN | 7 | 1988 film that won Dustin Hoffman his second Oscar: 2 wds. |
| 37% | SHOWBOAT | 8 | Classic musical featuring the song "Ol' Man River": 2 wds. |
| 37% | CRYPRETTY | 9 | 2018 Carrie Underwood album, featuring the song "Love Wins," that debuted at #1: 2 wds. |
| 37% | ITSOK | 5 | "___", song by Tom Rosenthal, featured in the trailers of "Comet" and "Anesthesia" : 2 wds. |
| 37% | RONWOODROOF | 11 | The real life character played by Matthew McConaughey in the Oscar winning movie "Dallas Buyers Club": 2 wds. |
| 37% | HESAID | 6 | Song by Group 1 Crew from the album "Fearless" featuring Chris August: 2 wds. |
| 37% | PINBALLWIZARD | 13 | Song performed by Elton John in the film adaptation of 31-Across: 2 wds. |
| 36% | JERSEYBOYS | 10 | 2005 Broadway jukebox musical featuring songs by the Four Seasons: 2 wds. |
| 36% | NORWEGIANWOOD | 13 | 1965 "country" song by the Beatles that features a sitar: 2 wds. |
| 36% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 36% | LILIESOF | 8 | With 44-Across, film for which 30-Across won the Oscar for Best Actor: 2 wds. |
| 36% | GODIS | 5 | "___ a DJ," 2003 song by Pink that was featured on the "Mean Girls" soundtrack: 2 wds. |
| 36% | HOLIDAYINN | 10 | 1942 film that won a Best Original Song Oscar for 34-Across: 2 wds. |
| 36% | THEGREATEST | 11 | With 42-Across, 1952 circus film that won the Best Picture Oscar: 2 wds. |
| 36% | BESTACTOR | 9 | Oscar won by 21-Across for "The King's Speech": 2 wds. |
| 35% | ITBE | 4 | "Let ___," song by The Beatles: 2 wds. |
| 35% | JENNIFERHUDSON | 14 | Actress who won an Oscar for her first feature film role, in "Dreamgirls": 2 wds. |
| 35% | THEHELP | 7 | 2011 film for which Octavia Spencer won the Oscar for Best Supporting Actress: 2 wds. |
| 35% | IMA | 3 | "___ Believer," song covered by Smash Mouth that was featured in the "Shrek" franchise: 2 wds. |
| 35% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 35% | ONEMILLION | 10 | "__ B.C.," a 1940 fantasy film which won the Oscar for Best Special Effects for its depiction of dinosaurs: 2 wds. |