| 100% | JULIANNEMOORE | 13 | 18-Across actress who won an Oscar for 39-Across (2 wds.) |
| 86% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 76% | JULIANNEMOORE | 13 | Redheaded actress who won an Oscar for "Still Alice": 2 wds. |
| 76% | JOANCRAWFORD | 12 | Actress who won an Oscar for 1945's "Mildred Pierce": 2 wds. |
| 73% | ALLISONJANNEY | 13 | Actress who won an Oscar for "I, Tonya" and an Emmy for "Mom": 2 wds. |
| 73% | JENNIFERHUDSON | 14 | Actress who won an Oscar for her first feature film role, in "Dreamgirls": 2 wds. |
| 73% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 72% | LUPITANYONGO | 12 | Actress who won an Oscar for her first feature film role, in "12 Years a Slave": 2 wds. |
| 71% | LUPITANYONGO | 12 | Mexico-born actress who won an Oscar for her role in "12 Years a Slave": 2 wds. |
| 70% | JULIEANDREWS | 12 | "The Sound of Music" actress who won an Oscar for playing the title role in 40-Across (2 wds.) |
| 70% | ANNEHATHAWAY | 12 | "Les Misérables" actress who won an Oscar for her performance, despite only 15 minutes of screen time: 2 wds. |
| 70% | LIZAMINNELLI | 12 | Actress who won an Oscar for Best Actress for "Cabaret" and a Worst Actress Razzie Award for "Rent-a-Cop": 2 wds. |
| 69% | SANDRABULLOCK | 13 | Actress who won an Oscar for Best Actress for "The Blind Side" and a Worst Actress Razzie Award for "All About Steve": 2 wds. |
| 69% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title nanny in "Mary Poppins" (2 wds.) |
| 69% | ALLISONJANNEY | 13 | "I, Tonya" actress who won an Oscar for her performance, despite only 15 minutes and 37 seconds of screen time: 2 wds. |
| 69% | NICOLEKIDMAN | 12 | Actress who won an Oscar for Best Actress for "The Hours" and a Worst Screen Couple Razzie Award with Will Ferrell for "Bewitched": 2 wds. |
| 68% | PENELOPECRUZ | 12 | "Vicky Cristina Barcelona" actress who won an Oscar for her performance, despite only 14 minutes and 29 seconds of screen time: 2 wds. |
| 66% | VIOLADAVIS | 10 | Actress who won a Tony and an Oscar for playing Rose Maxson in "Fences": 2 wds. |
| 65% | CHRISTIANBALE | 13 | "American Hustle" actor who won an Oscar for his role in 48-Across' "The Fighter": 2 wds. |
| 65% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 65% | ANNEBANCROFT | 12 | Actress who won a Tony and an Oscar for playing Helen Keller's teacher in "The Miracle Worker": 2 wds. |
| 64% | MARLONBRANDO | 12 | "On the Waterfront" actor who won an Oscar for portraying 40-Across in 1972's "The Godfather": 2 wds. |
| 64% | LUPITA | 6 | With 18-Across, Kenyan-Mexican actress who won an Oscar for "12 Years a Slave" |
| 64% | ALFONSOCUARON | 13 | Mexico-born director who won an Oscar for "Gravity": 2 wds. |
| 62% | INGRIDBERGMAN | 13 | Actress who won a Golden Globe and an Oscar for both "Gaslight" and "Anastasia" (2 wds.) |
| 62% | 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.) |
| 62% | JESSICALANGE | 12 | Actress who was nominated for an Emmy for playing 18-Across and for an Oscar for playing 32-Across (2 wds.) |
| 62% | ANTHONYQUINN | 12 | Mexico-born actor who won an Oscar for his role in "Viva Zapata!": 2 wds. |
| 62% | JAMIEFOXX | 9 | Actor who won an Oscar for portraying Ray Charles in a 2004 biopic: 2 wds. |
| 61% | INGRIDBERGMAN | 13 | Actress who won three Oscars, for "Gaslight," "Anastasia," and "Murder on the Orient Express": 2 wds. |