| 100% | JANETJACKSON | 12 | "Rhythm Nation" singer who was honored with a "Billboard" Icon Award in 2018 (2 wds.) |
| 75% | MARYJBLIGE | 10 | "Be Without You" singer who was honored with a "Billboard" Icon Award in 2022 (3 wds.) |
| 74% | STEVIEWONDER | 12 | "For Once in My Life" singer who was honored with a "Billboard" Icon Award in 2012 (2 wds.) |
| 69% | CYNDILAUPER | 11 | "Time After Time" singer who was honored with the "Billboard" Women in Music Icon Award in 2018 (2 wds.) |
| 61% | JENNIFERLOPEZ | 13 | 15-Across and 27-Across singer who was the first woman honored with a "Billboard" Icon Award (2 wds) |
| 60% | JENNIFERLOPEZ | 13 | "If You Had My Love" singer who was honored with the "Billboard" Women in Music Icon Award in 2020 (2 wds.) |
| 59% | SHANIATWAIN | 11 | "That Don't Impress Me Much" singer who was honored with the "Billboard" Women in Music Icon Award in 2016 (2 wds.) |
| 59% | BOBBYRYDELL | 11 | "Volare" singer who was honored with a star on the Hollywood Walk of Fame in 2020 (2 wds.) |
| 58% | ELVISCOSTELLO | 13 | "Veronica" new wave singer who was honored with a star on the Hollywood Walk of Fame in 2020 (2 wds.) |
| 58% | TANYATUCKER | 11 | "Delta Dawn" country singer who was honored with a star on the Hollywood Walk of Fame in 2020 (2 wds.) |
| 56% | ANDERSONCOOPER | 14 | CNN host who was honored with the 2018 Walter Cronkite Award for Excellence in Journalism (2 wds.) |
| 55% | JONIMITCHELL | 12 | 15-Across and 44-Across singer-songwriter who was honored with a Gershwin Award in 2023 (2 wds.) |
| 55% | HELENMIRREN | 11 | "The Queen" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2018: 2 wds. |
| 54% | JANELLEMONAE | 12 | "Dirty Computer" pop funk singer who was honored with the 2023 Soul Train Spirit of Soul Award: 2 wds. |
| 53% | MARIARESSA | 10 | Filipino American journalist and Nobel Peace Prize winner who was honored with a 2024 Carnegie Great Immigrants award: 2 wds. |
| 53% | YOLANDAADAMS | 12 | "Be Blessed" gospel singer who was honored with the 2019 Soul Train Lady of Soul Award: 2 wds. |
| 53% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2022: 2 wds. |
| 52% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2008: 2 wds. |
| 52% | GEORGECLOONEY | 13 | "Syriana" Oscar winner who was honored with an AFI Life Achievement Award in 2018 (2 wds.) |
| 52% | ARTTATUM | 8 | Arthur, a blind 20th century jazz pianist, who was honored with a posthumous Grammy Lifetime Achievement Award in 1989: 2 wds. |
| 51% | DANIELCRAIG | 11 | "Knives Out" star who was honored with a Hollywood Walk of Fame star in 2019 (2 wds.) |
| 51% | ANNEHATHAWAY | 12 | "Dark Waters" star who was honored with a Hollywood Walk of Fame star in 2019 (2 wds.) |
| 51% | KRISTENBELL | 11 | "Frozen II" star who was honored with a Hollywood Walk of Fame star in 2019 (2 wds.) |
| 51% | MARIAHCAREY | 11 | "Emotions" singer who received the Billboard Icon Award in 2019: 2 wds. |
| 50% | MAHALIAJACKSON | 14 | Gospel singer honored with a Grammy Lifetime Achievement Award in 1972 whose last name is a city in Mississippi (2 wds.) |
| 50% | MINDYKALING | 11 | "The Office" actress who was honored with a star on the Hollywood Walk of Fame in 2023 (2 wds.) |
| 50% | TAYLORSWIFT | 11 | "Anti-Hero" singer who was honored with the People's Choice Award for The Female Artist of 2022 (2 wds.) |
| 50% | ELLENPOMPEO | 11 | "Grey's Anatomy" actress who was honored with a star on the Hollywood Walk of Fame in 2023 (2 wds.) |
| 49% | NICOLEKIDMAN | 12 | "The Hours" Oscar winner who was honored with an AFI Life Achievement Award in 2024 (2 wds.) |
| 49% | JULIEANDREWS | 12 | "Mary Poppins" Oscar winner who was honored with an AFI Life Achievement Award in 2022 (2 wds.) |