| 100% | SCAREDSTRAIGHT | 14 | 1978 Oscar-winning prison documentary |
| 51% | KON | 3 | "___-Tiki," 1950 Oscar-winning documentary |
| 49% | LETITBE | 7 | 1970 music documentary that won an Oscar for Best Original Score |
| 48% | BOWLINGFOR | 10 | & 5D 2002 Michael Moore film that won a Best Documentary, Features Oscar |
| 48% | HEARTSANDMINDS | 14 | Oscar-winning 1974 documentary about the Vietnam War |
| 47% | SENTENCE | 8 | Period. End of __, Oscar-winning documentary |
| 47% | BYRD | 4 | "With ___ at the South Pole," first documentary to win an Oscar (for cinematography) |
| 46% | ALI | 3 | Subject of a 1996 Oscar-winning documentary |
| 46% | NSA | 3 | Grp. in the Oscar-winning documentary "Citizenfour" |
| 46% | NSA | 3 | Org. in the Oscar-winning documentary "Citizenfour" |
| 46% | MIDNIGHT | 8 | & 23A 1978 film drama for which Giorgio Moroder won a Best Original Score Oscar |
| 45% | HARLAN | 6 | Kentucky county in a 1976 Oscar-winning documentary |
| 43% | SISSY | 5 | Oscar winning actress and singer, ___ Spacek |
| 42% | LETO | 4 | Jared ___, Oscar winning actor |
| 42% | UPSET | 5 | Unlikely Oscar win, say |
| 41% | SUMMEROFSOUL | 12 | Oscar-winning documentary directed by Questlove about the 1969 Harlem Cultural Festival (3 wds.) |
| 41% | OBAMA | 5 | President who was a producer of the Oscar-winning documentary, "American Factory" |
| 41% | CROWESFEAT | 10 | Actor Russell's Oscar win? |
| 41% | COMINGHOME | 10 | 1978 film drama for which Jon Voight and Jane Fonda won Best Actor and Best Actress in a Leading Role Oscars |
| 40% | HALLE | 5 | ___ Berry is an Oscar winning actress |
| 40% | RAY | 3 | Jamie Foxx's Oscar winning role |
| 40% | ARGO | 4 | 2012 thriller with three Oscar wins |
| 40% | MIDNIGHTEXPRESS | 15 | 1978 prison escape drama |
| 40% | JOKER | 5 | Oscar winning role with "The" (portrayed by Heath Ledger) |
| 40% | COTILLARD | 9 | Oscar winning actress in La Vie en Rose: Marion __ |
| 39% | BESTDIRECTOR | 12 | Oscar won four times by John Ford: 2 wds. |
| 39% | REVENANT | 8 | Animated Corpse, Di Caprio Oscar winning film |
| 39% | STREETS | 7 | "___ of Philadelphia" Oscar winning, Bruce Springsteen song |
| 39% | PATTON | 6 | 1971 Best Picture Oscar winning war film |