| 100% | LINDARONSTADT | 13 | "You're No Good" singer who's one of the three women on the 1987 album "Trio": 2 wds. |
| 86% | EMMYLOUHARRIS | 13 | "Blue Kentucky Girl" singer who's one of the three women on the 1987 album "Trio": 2 wds. |
| 86% | DOLLYPARTON | 11 | "9 to 5" singer who's one of the three women on the 1987 album "Trio": 2 wds. |
| 52% | MICHAELBUBLE | 12 | "Haven't Met You Yet" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 51% | LINDARONSTADT | 13 | "You're No Good" singer who was inducted into the Rock and Roll Hall of Fame in 2014: 2 wds. |
| 49% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who is one of Time's 2022 Women of the Year: 2 wds. |
| 49% | PHOEBEBRIDGERS | 14 | "Sidelines" singer who is one of the three members of 16-Across: 2 wds. |
| 48% | AMYWINEHOUSE | 12 | "Rehab" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 46% | WILLIENELSON | 12 | "Always on My Mind" singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 46% | EMMYLOUHARRIS | 13 | Country Music Hall of Fame singer who collaborated with 28-Across and 43-Across on the Grammy-winning 1987 album "Trio" (2 wds.) |
| 46% | RINASAWAYAMA | 12 | Singer/songwriter and model who was one of "Vogue" Japan's 2019 women of the year (2 wds.) |
| 45% | SHANIATWAIN | 11 | "You're Still the One" singer with three diamond albums: 2 wds. |
| 44% | EDSHEERAN | 9 | "Shape of You" singer who won two awards, including Best Pop Vocal Album, at the 2018 Grammy Awards (2 wds.) |
| 44% | LINDARONSTADT | 13 | "You're No Good" singer who went public with her Parkinson's diagnosis in 2012: 2 wds. |
| 44% | DANIELKALUUYA | 13 | Actor who plays Slim, one of the title characters on the run in 2019's "Queen & Slim": 2 wds. |
| 44% | SUSANSARANDON | 13 | Actress who played Louise, one of the title characters on the run in 1991's "Thelma & Louise": 2 wds. |
| 44% | LINDARONSTADT | 13 | "You're No Good" singer with the 1977 hit single "It's So Easy": 2 wds. |
| 43% | OLIVIARODRIGO | 13 | "Good 4 U" singer who was Billboard's 2021 Woman of the Year: 2 wds. |
| 43% | HELENEYORKE | 11 | "The Good Fight" actress who plays one of the siblings on 36-Across (2 wds.) |
| 43% | MARYJBLIGE | 10 | "Not Gon' Cry" singer who was one of Glamour's 2023 Women of the Year: 3 wds. |
| 43% | BYRONSCOTT | 10 | One of the greatest players of the LA Lakers who won three NBA Championships and went on to coach the team for two years: 2 wds. |
| 43% | SHAWNMENDES | 11 | "Treat You Better" folk-pop singer who partnered with Justin Bieber on the 2020 top 10 song "Monster": 2 wds. |
| 43% | SELMABLAIR | 10 | "Cruel Intentions" actress who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 43% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 43% | PAULMCCARTNEY | 13 | One of the two singers on 15-Across: 2 wds. |
| 43% | ALLYSONFELIX | 12 | Track athlete and sneaker company cofounder who is one of Time's 2022 Women of the Year: 2 wds. |
| 42% | AMANDAGORMAN | 12 | "The Hill We Climb" poet who is one of Time's 2022 Women of the Year: 2 wds. |
| 42% | BILLIEEILISH | 12 | "Therefore I Am" singer who was one of the cohosts of the 2021 Met Gala: 2 wds. |
| 42% | ALFONSORIBEIRO | 14 | "Dancing With the Stars" host who played one of Ricky's friends on 19-Across: 2 wds. |
| 42% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |