| 100% | PEARLBAILEY | 11 | Singer/actress who headlined versions of "Hello, Dolly!" in 1967 and 1975: 2 wds. |
| 62% | CAROLCHANNING | 13 | Singer/actress who headlined the original production of "Hello, Dolly!" in 1964: 2 wds. |
| 46% | WHITNEYHOUSTON | 14 | Singer and actress who played Rachel Marron in 18a and whose cover of "I Will Always Love You" became a best-selling single: 2 wds. |
| 46% | ALLISONJANNEY | 13 | Actress who won two Emmys in 2014, for "Mom" and "Masters of Sex": 2 wds. |
| 45% | JULIECHRISTIE | 13 | "Shampoo" actress who played Lara in the 1965 film version of 19-Across: 2 wds. |
| 45% | MIAWASIKOWSKA | 13 | Actress who played the daughter of 14- and 32-Across in "The Kids Are All Right": 2 wds. |
| 44% | EVALONGORIA | 11 | "Overboard" actress who plays Dora's mother in "Dora and the Lost City of Gold": 2 wds. |
| 44% | JENNIFERLEE | 11 | Actress who voiced Queen of Arendelle, Anna and Elsa's mother in the musical fantasy film, "Frozen": 2 wds. |
| 43% | DEIDREHALL | 10 | Actress who joined the cast of "Days of Our Lives" in 1976 as Dr. Marlena and later started playing Hattie Adams: 2 wds. |
| 43% | 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. |
| 41% | SANDRABULLOCK | 13 | Actress who was EW's only two-time Entertainer of the Year, in 2009 and 2013: 2 wds. |
| 41% | MARGOTROBBIE | 12 | Actress who played 14-Across, 26-Across, and Queen Elizabeth I in "Mary Queen of Scots" (2 wds.) |
| 41% | PHILLIPASOO | 11 | Tony Award-nominated actress who plays Eliza Hamilton in the film version of "Hamilton" (2 wds.) |
| 41% | EVALONGORIA | 11 | "Desperate Housewives" actress who plays Dora's mom in "Dora and the Lost City of Gold" (2 wds.) |
| 41% | JENNIFERLOPEZ | 13 | "Selena" singer and actress who plays an ex-assassin in the new movie "The Mother": 2 wds. |
| 41% | MARYCOSTA | 9 | American opera singer and actress who voiced Princess Aurora in Disney's "Sleeping Beauty": 2 wds. |
| 40% | TORISPELLING | 12 | Actress who was the Unicorn on season 1 of "The Masked Singer": 2 wds. |
| 40% | ISSARAE | 7 | Actress who created and starred in HBO's "Insecure" as Ms. Dee: 2 wds. |
| 40% | MARGOTROBBIE | 12 | Actress who reprises her role as Harley Quinn in "Birds of Prey": 2 wds. |
| 40% | ANGELINAJOLIE | 13 | Actress who starred in 2005's "Mr. and Mrs. Smith": 2 wds. |
| 40% | ANGELINAJOLIE | 13 | Actress who stars in, wrote, directed, and coproduced 16-Across: 2 wds. |
| 40% | ANNEHECHE | 9 | Actress who starred in the 1998 remake of 49-Across: 2 wds. |
| 40% | ANGELABASSETT | 13 | Actress who plays the queen mother of Wakanda in "Black Panther": 2 wds. |
| 40% | SUZANNEROGERS | 13 | Actress who joined the cast of "Days of Our Lives" in 1973 and is still appearing as Maggie Horton: 2 wds. |
| 40% | LEAMICHELE | 10 | "Glee" actress who plays Dorothy in "Legends of Oz": 2 wds. |
| 40% | RITAMORENO | 10 | Puerto Rican actress who completed the Triple Crown of Acting (winning Oscar, Tony, and Emmy awards) in 1977 (2 wds.) |
| 40% | FANNYBRICE | 10 | Comic actress who headlined the "Ziegfeld Follies" in the early 20th century: 2 wds. |
| 40% | DANIELLEBROOKS | 14 | Actress who starred in stage and screen versions of the musical “The Color Purple” |
| 40% | DIANEKEATON | 11 | "Something's Gotta Give" actress who directed and starred in "Hanging Up": 2 wds. |
| 40% | PENNYMARSHALL | 13 | "Laverne & Shirley" actress who directed "Big" and "A League of Their Own": 2 wds. |