| 100% | JESSICALANGE | 12 | She won a Best Actress Oscar for "Blue Sky" and Best Supporting Actress for "Tootsie": 2 wds. |
| 85% | CATEBLANCHETT | 13 | She won a Best Actress Oscar for "Blue Jasmine" and Best Supporting Actress for "The Aviator": 2 wds. |
| 63% | MELISSALEO | 10 | She won the Oscar and Golden Globe for Best Supporting Actress for 18-Across: 2 wds. |
| 63% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 62% | INGRIDBERGMAN | 13 | Winner of a Best Actress Oscar for "Gaslight" and a Best Supporting Actress Oscar for "Murder on the Orient Express": 2 wds. |
| 60% | KIMBASINGER | 11 | Actress who won a Best Supporting Actress Oscar for her 15-minute performance in "L.A. Confidential" (2 wds.) |
| 59% | INGRIDBERGMAN | 13 | Actress who won a Best Supporting Actress Oscar for her 14-minute performance in "Murder on the Orient Express" (2 wds.) |
| 59% | SHELLEY | 7 | With 37-Across, she won two Best Supporting Actress Oscars, for "The Diary of Anne Frank" and "A Patch of Blue" |
| 58% | CHARLIZETHERON | 14 | 15-Across and 29-Across star who won a Best Actress Oscar for "Monster" and who turns 45 today (2 wds.) |
| 58% | ALLISONJANNEY | 13 | She won the 2018 Oscar for Best Supporting Actress for her role in "I, Tonya": 2 wds. |
| 58% | LUPITANYONGO | 12 | Actress who won a Best Supporting Actress Oscar for her first role in a feature film (Patsey in 2013's "12 Years a Slave") (2 wds.) |
| 58% | MAGGIESMITH | 11 | Winner of a Best Actress Oscar for "The Prime of Miss Jean Brodie" and a Best Supporting Actress Oscar for "California Suite": 2 wds. |
| 57% | JULIEANDREWS | 12 | Actress who won a Best Actress Oscar for her first role in a feature film (Mary Poppins in 1964's "Mary Poppins") (2 wds.) |
| 56% | VIOLADAVIS | 10 | She won the 2017 Oscar for Best Supporting Actress for her role in "Fences": 2 wds. |
| 56% | PATTILUPONE | 11 | She won two Tonys for Best Actress in a Musical, for "Evita" and "Gypsy": 2 wds. |
| 56% | ANGELALANSBURY | 14 | She won a record four Tony Awards for Best Actress in a Musical, for "Mame," "Dear World," "Gypsy," and "Sweeney Todd": 2 wds. |
| 56% | ROBERTDENIRO | 12 | He won a Best Actor Oscar for "Raging Bull" and Best Supporting Actor for "The Godfather Part II": 3 wds. |
| 56% | KIMBASINGER | 11 | Actress who won a Best Supporting Actress Oscar for "L.A. Confidential" (2 wds.) |
| 56% | SOPHIESCHOICE | 13 | 1982 film starring Meryl Streep, where she plays a Polish immigrant, a role that won her the Oscar for Best Actress: 2 wds. |
| 55% | MICHAELCAINE | 12 | He won two Best Supporting Actor Oscars, for "Hannah and Her Sisters" and "The Cider House Rules": 2 wds. |
| 55% | WHOOPIGOLDBERG | 14 | Actress who won a Best Supporting Actress Oscar for playing 19-Across in 62-Across (2 wds.) |
| 55% | REGINAKING | 10 | She won the 2019 Oscar for Best Supporting Actress for her role in "If Beale Street Could Talk": 2 wds. |
| 55% | VICTORIACLARK | 13 | She won two Tonys for Best Actress in a Musical, for "The Light in the Piazza" and "Kimberly Akimbo": 2 wds. |
| 55% | CHITARIVERA | 11 | She won two Tonys for Best Actress in a Musical, for "The Rink" and "Kiss of the Spider Woman": 2 wds. |
| 54% | LIZAMINNELLI | 12 | Actress who won an Oscar for Best Actress for "Cabaret" and a Worst Actress Razzie Award for "Rent-a-Cop": 2 wds. |
| 54% | GWENVERDON | 10 | She won three Tony Awards for Best Actress in a Musical, for "Damn Yankees," "New Girl in Town," and "Redhead": 2 wds. |
| 54% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 54% | MARYMARTIN | 10 | She won three Tony Awards for Best Actress in a Musical, for "South Pacific," "Peter Pan," and "The Sound of Music": 2 wds. |
| 54% | 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. |
| 53% | LINDAHUNT | 9 | She won her Best Supporting Actress Oscar for playing a man |