| 100% | LALALAND | 8 | 2016 film starring 20-Across that was mistakenly announced as the Best Picture Oscar winner (3 wds.) |
| 45% | THEBIGSHORT | 11 | 2015 financial dramedy starring 20-Across that was nominated for a Best Picture Oscar (3 wds.) |
| 44% | LALALAND | 8 | 2016 film mistakenly announced as Best Picture winner |
| 44% | LALALAND | 8 | Best Picture nominee mistakenly announced as the winner at the 2017 Oscars |
| 41% | BIRDMAN | 7 | Best Picture Oscar winner starring 47-Across as a has-been action hero |
| 40% | ERINBROCKOVICH | 14 | Best Picture Oscar nominee starring 19-Across as lawyer Ed Masry and 42-Across as the title activist (2 wds.) |
| 39% | ALLTHATJAZZ | 11 | Best Picture Oscar nominee directed by Bob Fosse that won the Palme d'Or at the Cannes Film Festival in 1980 (3 wds.) |
| 38% | SPOTLIGHT | 9 | Best Picture Oscar winner starring 47-Across as a Boston Globe reporter |
| 36% | THEKINGSSPEECH | 14 | 2010 historical drama about George VI that won both the Best Picture Oscar and the Best Film BAFTA: 3 wds. |
| 36% | CHARIOTSOFFIRE | 14 | 1981 historical drama about Olympic runners that won both the Best Picture Oscar and the Best Film BAFTA: 3 wds. |
| 36% | 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.) |
| 36% | 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.) |
| 35% | GRANDHOTEL | 10 | 1932 Best Picture Oscar winner starring Greta Garbo as Grusinskaya |
| 35% | THEGREATEST | 11 | With 42-Across, 1952 circus film that won the Best Picture Oscar: 2 wds. |
| 35% | ASEPARATION | 11 | 2011 family drama that was the first Iranian film to win an Oscar for Best Foreign Language Film (2 wds.) |
| 34% | 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. |
| 34% | MORGANFREEMAN | 13 | Actor in the Best Picture Oscar films "Driving Miss Daisy," "Unforgiven," and "Million Dollar Baby": 2 wds. |
| 34% | WINGS | 5 | 1927 film drama starring Clara Bow; the first Best Picture Oscar winner |
| 34% | ARGO | 4 | 2012 movie that won the Best Picture Oscar winner |
| 33% | THEJUNGLEBOOK | 13 | 2016 live-action Disney film starring 44-Across as the wolf-mother Raksha (3 wds.) |
| 33% | HURTLOCKER | 10 | The —, 2008 film drama starring Jeremy Renner; 2010 Best Picture Oscar winner |
| 33% | GODFATHER | 9 | The —, 1972 film drama starring Marlon Brando; 1973 Best Picture Oscar winner |
| 33% | REDS | 4 | Film that lost the Best Picture Oscar to "Chariots of Fire" |
| 33% | ALFONSOCUARON | 13 | Best Director Oscar winner for the 2018 film "Roma": 2 wds. |
| 33% | RENEEZELLWEGER | 14 | Best Actress Oscar winner for the 2019 film "Judy": 2 wds. |
| 33% | MARTY | 5 | 1955 film that won the Best Picture Oscar |
| 33% | SPOTLIGHT | 9 | 2015 film that won the Best Picture Oscar |
| 32% | NICOLASCAGE | 11 | Oscar winner who stars in the 1998 film "City of Angels" (2 wds.) |
| 32% | UNFORGIVEN | 10 | 1992 Best Picture Oscar winner directed by and starring 46-Across |
| 32% | COLINFIRTH | 10 | Actor in the Best Picture Oscar films "The English Patient," "Shakespeare in Love," and "The King's Speech": 2 wds. |