| 100% | SANDRABULLOCK | 13 | Best Actress Oscar winner over Meryl Streep (for 2009's "The Blind Side"): 2 wds. |
| 72% | SUSANSARANDON | 13 | Best Actress Oscar winner over Meryl Streep (for 1995's "Dead Man Walking"): 2 wds. |
| 71% | CATEBLANCHETT | 13 | Best Actress Oscar winner over Meryl Streep (for 2013's "Blue Jasmine"): 2 wds. |
| 60% | SANDRABULLOCK | 13 | Best Actress Oscar winner for "The Blind Side" who was a Worst Actress Razzie winner for "All About Steve": 2 wds. |
| 54% | RENEEZELLWEGER | 14 | Best Actress Oscar winner for the 2019 film "Judy": 2 wds. |
| 52% | 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. |
| 50% | HOLLYHUNTER | 11 | Best Actress Oscar winner for her role in the 1993 film "The Piano" (2 wds.) |
| 49% | LAURADERN | 9 | Best Supporting Actress Oscar winner for the 2019 film "Marriage Story": 2 wds. |
| 49% | DIANEKEATON | 11 | Winner of a Best Actress Oscar for playing Annie Hall, the title role of 1977's Best Picture: 2 wds. |
| 49% | EVAMARIE | 8 | ___ Saint (Best Supporting Actress Oscar winner for 1954's "On the Waterfront"): 2 wds. |
| 47% | MERYLSTREEP | 11 | 1982 Best Actress Oscar winner for "Sophie's Choice" (2 wds.) |
| 46% | SANDRABULLOCK | 13 | "The Blind Side" Best Actress Oscar winner who starred in 15-Across, 24-Across, 31-Across, and 40-Across (2 wds.) |
| 46% | DIANNEWIEST | 11 | Best Supporting Actress Oscar winner in Woody Allen's "Bullets Over Broadway": 2 wds. |
| 45% | JULIAROBERTS | 12 | Best Actress Oscar winner for 32-Across (2 wds.) |
| 44% | ALFONSOCUARON | 13 | Best Director Oscar winner for the 2018 film "Roma": 2 wds. |
| 44% | 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.) |
| 43% | NICOLEKIDMAN | 12 | Australian actress who won the Best Actress Oscar for 2002's "The Hours": 2 wds. |
| 43% | CATEBLANCHETT | 13 | Australian actress who won the Best Actress Oscar for 2013's "Blue Jasmine": 2 wds. |
| 43% | KATHRYNBIGELOW | 14 | Woman who won the Best Director Oscar for 2009's "The Hurt Locker": 2 wds. |
| 43% | ANTHONYHOPKINS | 14 | Best Actor Oscar winner for both "The Silence of the Lambs" and "The Father": 2 wds. |
| 41% | 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. |
| 41% | SIDNEYPOITIER | 13 | 1964 Best Actor Oscar winner for playing Homer Smith in "Lilies of the Field": 2 wds. |
| 41% | LILYGLADSTONE | 13 | Best Actress Oscar nominee for playing Mollie Kyle in "Killers of the Flower Moon" (2 wds.) |
| 41% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 41% | BULLOCK | 7 | Sandra —, Best Actress in a Leading Role Oscar winner for The Blind Side |
| 40% | MAHERSHALAALI | 13 | Best Supporting Actor Oscar winner for the 2018 film "Green Book": 2 wds. |
| 40% | INGRIDBERGMAN | 13 | Winner of a Best Actress Oscar for "Gaslight" and a Best Supporting Actress Oscar for "Murder on the Orient Express": 2 wds. |
| 40% | MILOS | 5 | Best Director Oscar winner for One Flew Over the Cuckoo's Nest and Amadeus |
| 40% | CHARLTONHESTON | 14 | Winner of a Best Actor Oscar for playing Judah Ben-Hur, the title role of 1959's Best Picture: 2 wds. |