| 100% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer who was named Billboard's 2018 Woman of the Year (2 wds.) |
| 68% | ARIANAGRANDE | 12 | "Positions" singer who was Billboard's 2018 Woman of the Year: 2 wds. |
| 66% | JENNIFERLOPEZ | 13 | "Let's Get Loud" singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds. |
| 62% | BILLIEEILISH | 12 | "Bad Guy" singer who was Billboard's 2019 Woman of the Year: 2 wds. |
| 62% | JASONALDEAN | 11 | 17-Across and 30-Across country singer who was named ACM's Artist of the Decade for the 2010s (2 wds.) |
| 62% | OLIVIARODRIGO | 13 | "Good 4 U" singer who was Billboard's 2021 Woman of the Year: 2 wds. |
| 62% | THOMASRHETT | 11 | 17-Across and 28-Across singer who was the 2019 Academy of Country Music's Male Artist of the Year (2 wds.) |
| 61% | ARIANAGRANDE | 12 | "Thank U, Next" singer recognized as Billboard's 2018 Woman of the Year: 2 wds. |
| 58% | DOJACAT | 7 | 13-Across, 19-Across, and 38-Across singer who was named New Artist of the Year at the 2020 American Music Awards (2 wds.) |
| 56% | RINASAWAYAMA | 12 | Singer/songwriter and model who was one of "Vogue" Japan's 2019 women of the year (2 wds.) |
| 56% | MARENMORRIS | 11 | 1-Across, 12-Across, 27-Across, and 50-Across country/pop singer who was named Female Vocalist of the Year by the Country Music Association in 2020 (2 wds.) |
| 55% | TARAVANDERVEER | 14 | Stanford University women's basketball coach who was named Naismith Coach of the Year in 1990, 2011, and 2021 (2 wds.) |
| 55% | DAWNSTALEY | 10 | University of South Carolina women's basketball coach who was named Naismith Coach of the Year in 2020, 2022, and 2023 (2 wds.) |
| 55% | SOLANGEKNOWLES | 14 | 12-Across and 28-Across singer who was the first recipient of the "Billboard" Women in Music Impact Award (2 wds.) |
| 55% | TAYLORSWIFT | 11 | Seven-time Grammy-winning country and pop singer who was EW's 2010 Entertainer of the Year: 2 wds. |
| 54% | PATSUMMITT | 10 | University of Tennessee women's basketball coach who was named Naismith Coach of the Year in 1987, 1989, 1994, 1998, and 2004 (2 wds.) |
| 54% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who is one of Time's 2022 Women of the Year: 2 wds. |
| 53% | ALLYSONFELIX | 12 | Track athlete and sneaker company cofounder who is one of Time's 2022 Women of the Year: 2 wds. |
| 53% | OCTAVIASPENCER | 14 | "The Help" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2017: 2 wds. |
| 53% | CAITLYNJENNER | 13 | Transgender rights activist who was named Glamour Woman of the Year in 2015: 2 wds. |
| 53% | GRETATHUNBERG | 13 | Swedish environmental activist who was named Glamour Woman of the Year in 2019: 2 wds. |
| 53% | QUINTABRUNSON | 13 | "Abbott Elementary" creator and star who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 53% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 52% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 52% | ADELE | 5 | "Skyfall" singer who has been named Billboard's Artist of the Year thrice |
| 52% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 52% | JOHNLEGEND | 10 | "All of Me" singer and "The Voice" coach who was named People's Sexiest Man Alive in 2019: 2 wds. |
| 52% | DIERKSBENTLEY | 13 | Singer of 15-Across and 29-Across who was awarded the 2018 Academy of Country Music's Merle Haggard Spirit Award (2 wds.) |
| 51% | TRINITYRODMAN | 13 | Washington Spirit forward who was named 2021 National Women's Soccer League Rookie of the Year (2 wds.) |
| 51% | LADYGAGA | 8 | Singer of 15-Across, 9-Down, and 22-Down who will appear in the 2018 remake of "A Star Is Born" (2 wds.) |