| 100% | YEARS | 5 | Oscar-winning film "12 ___ a Slave" |
| 92% | YEARS | 5 | "12 ___ a Slave," Oscar-winning 2013 film starring Lupita Nyong'o and Chiwetel Ejiofor |
| 82% | SLAVE | 5 | Oscar-winning film, "12 Years a ___" |
| 72% | GIGI | 4 | Film for which Vincente Minnelli won a directing Oscar |
| 72% | HER | 3 | 2013 film that won a screenplay Oscar |
| 71% | ROOM | 4 | Film for which Brie Larson won a Best Actress Oscar |
| 71% | IDA | 3 | Polish-language film that won a 2014 Oscar |
| 69% | OUT | 3 | "Inside ___" (Pixar film that won a Best Animated Feature Oscar) |
| 69% | NYONGO | 6 | Oscar-winning “12 Years a Slave” actress |
| 68% | TSOTSI | 6 | 2005 South African drama that won a Best Foreign Film Oscar |
| 68% | ROOM | 4 | 2015 film for which Brie Larson won a Best Actress Oscar |
| 68% | CRASH | 5 | 2004 Paul Haggis film drama that won a Best Picture Oscar |
| 68% | DEPARTED | 8 | The —, 2006 Martin Scorsese film that won a Best Picture Oscar |
| 68% | LUPITANYONGO | 12 | Oscar-winning actress for "12 Years a Slave" |
| 68% | PATTON | 6 | 1970 film about a general that won seven Oscars |
| 67% | LUPITANYONGO | 12 | "12 Years a Slave," 18-Across, and 32-Across star who was the first Kenyan-Mexican actress to win an Oscar (2 wds.) |
| 67% | BUTTERFIELD8 | 12 | 1960 film for which 55-/17-Across won a Best Actress Oscar |
| 67% | MOONLIGHT | 9 | 2016 film for which 47-Across won a Best Supporting Actor Oscar |
| 67% | END | 3 | "Howards ___" (1992 film for which Emma Thompson won a Best Actress Oscar) |
| 67% | REDS | 4 | 1981 film drama for which Warren Beatty won a Best Director Oscar |
| 67% | THEHELP | 7 | 2011 film for which Octavia Spencer won a Best Supporting Actress Oscar |
| 66% | ROCKY | 5 | 1976 film about a boxer that won the Best Picture Oscar |
| 65% | IRAN | 4 | Setting for the 2011 Oscar-winning film A Separation |
| 65% | ARGO | 4 | Oscar-winning film about a fake film |
| 65% | NYONGO | 6 | "12 Years a Slave" Oscar winner Lupita __ |
| 65% | HOLIDAYINN | 10 | 1942 film that won a Best Original Song Oscar for 34-Across: 2 wds. |
| 65% | GREENBOOK | 9 | 2018 film for which 47-Across won a Best Supporting Actor Oscar (2 wds.) |
| 65% | SAYONARA | 8 | 1957 Marlon Brando film, for which Miyoshi Umeki won a best-supporting-actress Oscar |
| 65% | MIDNIGHT | 8 | & 23A 1978 film drama for which Giorgio Moroder won a Best Original Score Oscar |