| 100% | MILLAND | 7 | Ray, first Welsh actor to win an Academy Award |
| 57% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |
| 53% | ANTHONYHOPKINS | 14 | "The Father" star who won an Academy Award for Best Actor in 2021, becoming the oldest person to win an acting Oscar (2 wds.) |
| 51% | CHLOEZHAO | 9 | 16-Across director who won an Academy Award for Best Director in 2021, becoming the first non-white woman to win a directing Oscar (2 wds.) |
| 51% | HATTIE | 6 | Actress McDaniel who was the first African-American to win an Academy Award |
| 49% | BARDEM | 6 | Javier __, first Spanish actor to win an Oscar |
| 48% | LOSEYOURSELF | 12 | First rap track to win the Academy Award for Best Original Song |
| 48% | AGNESVARDA | 10 | First female director to receive an honorary Academy Award |
| 47% | JOHN | 4 | Actor Wayne who won an Academy Award for "True Grit" |
| 47% | FRASER | 6 | Actor Brendan who won an Academy Award for "The Whale" |
| 47% | ADELE | 5 | Singer of the first James Bond movie theme song ever to win an Academy Award |
| 45% | ALI | 3 | Mahershala who was the first Muslim actor to win an Oscar |
| 44% | ALI | 3 | Mahershala ___, actor who won an Academy Award for his performance in the 2016 film "Moonlight" |
| 44% | MAURICEJARRE | 12 | French conductor and composer who won an Academy Award for Best Original Score for the 1984 movie "A Passage to India" (2 wds.) |
| 43% | SIDNEYPOITIER | 13 | 15-Across, 30-Across, and "Lilies of the Field" star who was the first Black man to win an Academy Award for Best Actor (2 wds.) |
| 42% | SPACEY | 6 | Croat who won an Academy Award in 1999 |
| 42% | RENEE | 5 | Zellweger who won an Academy Award for Judy |
| 42% | JANNINGS | 8 | Emil __, first man to win an Oscar for Best Actor |
| 42% | ALLISON | 7 | Janney who won an Academy Award for “I, Tonya” |
| 41% | ANNA | 4 | Actress Paquin who won an Academy Award at age 11 |
| 41% | NOTIMETODIE | 11 | Bond theme song that won an Academy Award in 2022 |
| 41% | OCTAVIA | 7 | Actress Spencer who won an Academy Award for "The Help" |
| 41% | FONTAINE | 8 | Joan who won an Academy Award for her performance in “Suspicion” |
| 41% | REDS | 4 | Film for which Warren Beatty won an Academy Award for directing |
| 40% | MAGNANI | 7 | Anna ___, an Academy Award winning Italian actress |
| 40% | MORENO | 6 | First Hispanic actress to win an Oscar, Rita __ |
| 40% | MCDANIEL | 8 | First Black actress to win an Oscar, Hattie __ |
| 40% | LUISE | 5 | Rainer who was the first person to win two Academy Awards for acting |
| 40% | NEMO | 4 | "Finding ___," a 2003 animated film about a clownfish which won an Academy Award |
| 40% | MYCOUSINVINNY | 13 | 1992 courtroom comedy for which 18-Across won an Academy Award: 3 wds. |