| 100% | IRENE | 5 | Singer Cara who won a Grammy for best female pop vocal performance for "Flashdance ... What a Feeling" |
| 51% | HERE | 4 | "___ You Come Again," 1977 Dolly Parton song that won a Grammy for Best Female Country Vocal Performance |
| 51% | VISIONOF | 8 | "___ Love," song by Mariah Carey for which she won the Grammy for Best Female Pop Vocal Performance: 2 wds. |
| 51% | HERO | 4 | Hit song by Mariah Carey that was nominated for a Grammy for Best Female Pop Vocal Performance in 1995 |
| 49% | MAN | 3 | "___! I Feel Like a Woman!" 1999 Shania Twain song that won a Grammy Award for Best Female Country Vocal Performance |
| 49% | IFIAINTGOTYOU | 13 | 2004 18-Across hit that won a Grammy for Best Female R&B Vocal Performance: 5 wds. |
| 49% | IFIAINTGOTYOU | 13 | Song by 40-Across that won a Grammy for Best Female R&B Vocal Performance (5 wds.) |
| 48% | HARRY | 5 | ___ Styles, "Watermelon Sugar" singer who won the Grammy for Best Pop Solo Performance in 2021 |
| 47% | SUPERWOMAN | 10 | Song from 17a which won Alicia Keys a Grammy for Best Female R&B Vocal Performance in 2009 |
| 46% | MYFAITHINYOU | 12 | "If I Ever Lose ___," single that won Sting a Grammy Award for Best Pop Vocal Performance (Male) in 1994: 4 wds. |
| 45% | CHAINOFFOOLS | 12 | Aretha Franklin's 1967 single that won her a Grammy for Best Female R&B Vocal Performance and later a Grammy Hall Of Fame Award: 3 wds. |
| 45% | FIONAAPPLE | 10 | Art pop singer-songwriter who won a Best Alternative Music Album Grammy in 2021 for "Fetch the Bolt Cutters": 2 wds. |
| 45% | LONG | 4 | Muni ___, "Hrs & Hrs" female singer who won the 2023 Grammy for Best R&B Performance |
| 44% | JOHN | 4 | ___ Legend, American singer who won a Grammy for Best R&B Album in 2006 |
| 43% | ADAMS | 5 | Bryan ___, Canadian singer who won a Grammy for Best Song Written for Visual Media in 1992 |
| 43% | SHEERAN | 7 | Ed who won the Grammy for Best Pop Vocal Album in 2018 |
| 43% | KACEY | 5 | Singer Musgraves who won a 2013 Grammy for Best Country Album |
| 42% | ERICA | 5 | Singer Campbell who won a Best Gospel Album Grammy Award for "Help" |
| 42% | ARIANA | 6 | With 35-Across, singer of "Bang Bang" who was a first-time Grammy nominee for Best Pop Vocal Album |
| 42% | WEAREINLOVE | 11 | 33-Across album that won a Grammy for Best Jazz Vocal Performance, Male (4 wds.) |
| 41% | CARDI | 5 | ___ B, hip hop star who became the first female rapper to win a Grammy for Best Rap Album |
| 41% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 41% | DAVID | 5 | ___ Bowie, English singer who won a Grammy Award for best music video in 1985 |
| 41% | ENYA | 4 | Singer who won a Best New Age Album Grammy Award for "Amarantine" |
| 40% | ALESSIA | 7 | Cara who won the Grammy for Best New Artist in 2018 |
| 40% | RAITT | 5 | Singer Bonnie who won a Grammy for "Something to Talk About" |
| 40% | RIHANNA | 7 | "What's My Name" singer who won the 2007 WMA for the World's Best-Selling Pop Female Artist |
| 40% | SAYSOMETHING | 12 | Song for which A Great Big World and Christina Aguilera won the Grammy for Best Pop Duo/Group Performance in 2015: 2 wds. |
| 39% | SONGSIHEARD | 11 | 33-Across album that won a Grammy Award for Best Traditional Pop Vocal Album (3 wds.) |
| 39% | ANDERSONPAAK | 12 | LA hip-hop artist who won a 2019 Grammy for Best Rap Performance for "Bubblin": 2 wds. |