| 100% | GLENNCLOSE | 10 | Actress who cross-dressed for her role in "Albert Nobbs": 2 wds. |
| 66% | DEMIMOORE | 9 | "Ghost" actress who went bald for her role in "G.I. Jane": 2 wds. |
| 64% | JENNIFERHUDSON | 14 | Actress who won an Oscar for her first feature film role, in "Dreamgirls": 2 wds. |
| 62% | LUPITANYONGO | 12 | Actress who won an Oscar for her first feature film role, in "12 Years a Slave": 2 wds. |
| 61% | ROBINWILLIAMS | 13 | Actor who cross-dressed for his role in "Mrs. Doubtfire": 2 wds. |
| 61% | NATHANLANE | 10 | Actor who cross-dressed for his role in "The Birdcage": 2 wds. |
| 61% | AMYPOEHLER | 10 | Actress who played the role of Leslie Knope in "Parks and Recreation", a role she is best-known for: 2 wds. |
| 58% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 57% | ALISTROKER | 10 | Actress who won a Tony for her role as Ado Annie in the 2019 Broadway revival of "Oklahoma!": 2 wds. |
| 57% | ALLISONJANNEY | 13 | Actress who won Emmys for her roles on "Mom," "Masters of Sex," and "The West Wing": 2 wds. |
| 57% | KELLYPRESTON | 12 | Honolulu-born actress who received a Razzie award for her role in "Battlefield Earth": 2 wds. |
| 57% | LUPITANYONGO | 12 | Mexico-born actress who won an Oscar for her role in "12 Years a Slave": 2 wds. |
| 56% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 56% | MARGOTROBBIE | 12 | Actress who reprises her role as Harley Quinn in "Birds of Prey": 2 wds. |
| 56% | AMERICAFERRERA | 14 | Actress nominated for an Oscar for her role in "Barbie": 2 wds. |
| 55% | 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.) |
| 54% | 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.) |
| 54% | DEBRAMESSING | 12 | Actress who played 17a in the series for which she won a Primetime Emmy Award: 2 wds. |
| 54% | JULIANNEMOORE | 13 | Actress whose first Oscar nomination was for her role in "Boogie Nights": 2 wds. |
| 53% | ROSAMUNDPIKE | 12 | "Saltburn" actress who was nominated for an Oscar for her role in 44-Across (2 wds.) |
| 53% | AMYADAMS | 8 | "Vice" actress who was nominated for an Emmy for her role in 21-Across (2 wds.) |
| 53% | KATEWINSLET | 11 | Actress who met her current husband amid a natural disaster, mirroring her recent role in "The Mountain Between Us": 2 wds. |
| 53% | MARYKATEOLSEN | 13 | Actress who shared the role of Michelle Tanner with her twin sister, Ashley in the 1987 sitcom "Full House:" 2 wds. |
| 53% | GEENADAVIS | 10 | "Beetlejuice" actress who received an honorary Oscar in 2019 for her institute that focuses on gender parity: 2 wds. |
| 51% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 51% | 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. |
| 50% | OLIVIACOLMAN | 12 | "The Lobster" actress who won a 2019 Golden Globe Award for her role in 40-Across (2 wds.) |
| 50% | ELLIEKEMPER | 11 | Actress who plays the lead role in 12-/24-Across: 2 wds. |
| 50% | KIMBASINGER | 11 | Actress who won a Best Supporting Actress Oscar for her 15-minute performance in "L.A. Confidential" (2 wds.) |
| 50% | IRENEBEDARD | 11 | Actress who voiced the title role in "Pocahontas": 2 wds. |