| 100% | GREENBOOK | 9 | 2018 drama starring Mahershala Ali that's one of six PG-13 films to win a Best Picture Oscar in the 21st century (2 wds.) |
| 84% | THEARTIST | 9 | 2011 mostly silent drama starring Jean Dujardin that's one of six PG-13 films to win a Best Picture Oscar in the 21st century (2 wds.) |
| 78% | ABEAUTIFULMIND | 14 | 2001 biopic starring Russell Crowe that's one of six PG-13 films to win a Best Picture Oscar in the 21st century (3 wds.) |
| 35% | 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.) |
| 35% | 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% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |
| 33% | LOUISEFLETCHER | 14 | Actress who won a Best Actress Oscar for playing 46-Across in the 1975 film "One Flew Over the Cuckoo's Nest" (2 wds.) |
| 33% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 33% | 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.) |
| 32% | BRENDANFRASER | 13 | Best Actor Oscar winner for his portrayal of a reclusive English teacher trying to reconnect with his daughter in the 2022 film "The Whale" (2 wds.) |
| 32% | REBECCA | 7 | 1940 Hitchcock film that was only one he directed to win a Best Picture Oscar |
| 32% | SCHINDLERSLIST | 14 | 1993 historical drama about the Holocaust that won both the Best Picture Oscar and the Best Film BAFTA: 2 wds. |
| 32% | THESALESMAN | 11 | 2016 drama about a married couple performing in an Arthur Miller play that was the second Iranian film to win an Oscar for Best Foreign Language Film (2 wds.) |
| 32% | FALL | 4 | "Anatomy of a ___," French legal drama film that won the 2024 Oscar for Best Original Screenplay |
| 32% | REBECCA | 7 | 1940 Alfred Hitchcock film that was only one he directed to win a Best Picture Oscar |
| 31% | CATEBLANCHETT | 13 | Actress who won a Best Supporting Actress Oscar for playing Katharine Hepburn in the 2004 film "The Aviator" (2 wds.) |
| 31% | THEDEPARTED | 11 | Martin Scorsese film that won the Oscar for Best Picture in 2007 (2 wds.) |
| 31% | CLARKGABLE | 10 | Actor in the Best Picture Oscar films "It Happened One Night," "Mutiny on the Bounty," and "Gone With the Wind": 2 wds. |
| 31% | ASEPARATION | 11 | 2011 family drama that was the first Iranian film to win an Oscar for Best Foreign Language Film (2 wds.) |
| 31% | VAMPIREWEEKEND | 14 | Indie rock band that won a Best Alternative Music Album Grammy in 2020 for "Father of the Bride": 2 wds. |
| 30% | THEHURTLOCKER | 13 | Iraq War film that won six Oscars in 2009, including Best Picture (3 wds.) |
| 30% | BJORNBORG | 9 | One of only two players in the modern era to win five straight 17-Across Gentlemen's Singles Finals (1976-1980): 2 wds. |
| 30% | ROGERFEDERER | 12 | One of only two players in the modern era to win five straight 17-Across Gentlemen's Singles Finals (2003-2007): 2 wds. |
| 30% | CRASH | 5 | 2004 Paul Haggis film drama that won a Best Picture Oscar |
| 30% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 30% | THELASTOF | 9 | "___ Us," one of the best-selling PlayStation video games released in 2013 that is set in a post-apocalyptic U.S.: 3 wds. |
| 30% | GRETATHUNBERG | 13 | First Swedish woman and first person born in the 21st century to be named "Time" magazine's Person of the Year (2 wds.) |
| 30% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 30% | CUBAGOODINGJR | 13 | Actor who won a Best Supporting Actor Oscar for his role in the 1996 film "Jerry Maguire" (3 wds.) |
| 29% | RITAMORENO | 10 | Actress who attended the 2018 Oscars in the same dress she wore to the 1962 Oscars, when she won Best Supporting Actress: 2 wds. |