| 100% | CAROLBURNETT | 12 | Actress and comedian awarded the 44-Across in 2013 (2 wds.) |
| 89% | CAROLBURNETT | 12 | Actress and comedian who was awarded the 44-Across in 2013 (2 wds.) |
| 64% | WHOOPIGOLDBERG | 14 | Actress and comedian who was the first woman awarded the 44-Across (2001) (2 wds.) |
| 57% | CAROLBURNETT | 12 | Comedian and variety show host who was awarded the Mark Twain Prize in 2013: 2 wds. |
| 51% | SARAHSILVERMAN | 14 | Comedian and "Ralph Breaks the Internet" actress who appeared in Maroon 5's 2018 "Girls Like You" video: 2 wds. |
| 50% | ROSIEODONNELL | 13 | "The Flintstones" actress and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 49% | BILLCOSBY | 9 | Comedian who was awarded the Spingarn Medal in 1985: 2 wds. |
| 47% | NANETTEFABRAY | 13 | Actress and singer (1920-2018) who won a Tony in 1949 and three Emmys in the 1950s: 2 wds. |
| 47% | ROBDELANEY | 10 | Actor and comedian who created the British sitcom "Catastrophe" and stars in it opposite Sharon Horgan: 2 wds. |
| 46% | SHELLEYFABARES | 14 | Actress and singer who's the niece of 19-Across: 2 wds. |
| 46% | KATEUPTON | 9 | The 15-Across cover model in 2012 and 2013: 2 wds. |
| 44% | ANNETTEBENING | 13 | Actress and wife of 18-Across, who also appears in "Rules Don't Apply": 2 wds. |
| 44% | SELENAGOMEZ | 11 | Actress and singer who voiced Mavis Dracula in the 2012 animated film "Hotel Transylvania": 2 wds. |
| 43% | TIFFANYHADDISH | 14 | Comedian and "Girls Trip" actress who appeared in the "Girls Like You" video: 2 wds. |
| 43% | GWENVERDON | 10 | Actress and dancer who won four Tony Awards, including Best Leading Actress in a Musical for "Damn Yankees" (2 wds.) |
| 43% | MARYMARTIN | 10 | Actress and singer who won four Tony Awards, including Best Leading Actress in a Musical for "Peter Pan" (2 wds.) |
| 42% | JODIEFOSTER | 11 | Actress who won a Golden Globe for "The Silence of the Lambs" and won their Cecil B. DeMille Award in 2013: 2 wds. |
| 42% | ISABELSANFORD | 13 | Actress who played Louise on "All in the Family" and 45-Across (2 wds.) |
| 42% | ANGELINAJOLIE | 13 | "Maleficent" star who received the Hersholt Humanitarian Award in 2013: 2 wds. |
| 41% | SERENAWILLIAMS | 14 | Tennis player who won the Best Female Athlete ESPY Award in 2003 and 2013: 2 wds. |
| 41% | JOHNLEWIS | 9 | Politician and civil rights leader who was awarded the Spingarn Medal in 2002: 2 wds. |
| 41% | SANDRABULLOCK | 13 | Actress who was EW's only two-time Entertainer of the Year, in 2009 and 2013: 2 wds. |
| 41% | ETSEQ | 5 | And the following, in footnotes: 2 wds. |
| 41% | JOHNOLIVER | 10 | Comedian and late-night host who voices Steve the porcupine in 43-Across (2 wds.) |
| 41% | DEMILOVATO | 10 | "Camp Rock!" actress and singer who plays the piano and guitar: 2 wds. |
| 40% | ZOOEYDESCHANEL | 14 | "New Girl" actress and lead singer of the band She & Him: 2 wds. |
| 40% | JANETJACKSON | 12 | Actress and singer who played the Evans family's neighbor Penny on "Good Times": 2 wds. |
| 40% | ANGELINAJOLIE | 13 | "Maleficent" actress who voices the elephant Stella in "The One and Only Ivan": 2 wds. |
| 40% | ROSEANNEBARR | 12 | Comedian and actress who unsuccessfully ran for president in 2012: 2 wds. |
| 40% | TINA | 4 | Actress and comedian Fey who created the hit satirical sitcom "30 Rock" and in which she stars as the lead protagonist |