| 100% | ROBYN | 5 | One-named Swedish singer with the Grammy-nominated song "Dancing on My Own" |
| 58% | ROBYN | 5 | One-named singer with the 2010 hit "Dancing on My Own" |
| 46% | ROBYN | 5 | One-named Swedish singer with the 1997 hit "Show Me Love" |
| 42% | WILLIENELSON | 12 | "Always on My Mind" singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 41% | LORDE | 5 | One-named singer with the #1 hit song "Royals" |
| 41% | PSY | 3 | One-named singer with the 2013 electropop song "Gentleman" |
| 41% | STEVIEWONDER | 12 | American singer with 25 Grammy Awards famous for his song "You Are the Sunshine of My Life": 2 wds. |
| 41% | ADELE | 5 | One-named singer with the 2008 Grammy for Best New Artist |
| 40% | ESTELLE | 7 | One-named singer of the Grammy-winning song "American Boy" |
| 40% | ROBYN | 5 | "Dancing on My Own" singer |
| 40% | HER | 3 | One-named singer with the 2019 Song of the Year nominee "Hard Place" |
| 39% | LILNASX | 7 | Singer whose 2021 hit song "Montero (Call Me by Your Name)" is nominated for three Grammy Awards, including Record of the Year (3 wds.) |
| 38% | MGMT | 4 | Indie-rock band with the Grammy-nominated song “Kids” |
| 38% | MYA | 3 | One-named singer with Pink!, Lil' Kim, and Christina Aguilera on the "Moulin Rouge!" soundtrack |
| 38% | ROBYN | 5 | "Dancing on My Own" and "Show Me Love" singer |
| 38% | MYA | 3 | One-named singer with P!nk, Lil' Kim, and Christina Aguilera on the "Moulin Rouge!" soundtrack |
| 38% | ROBYN | 5 | "Call Your Girlfriend" and "Dancing on My Own" singer |
| 37% | WILLIENELSON | 12 | "On the Road Again" and "Always on My Mind" singer whose first name rhymes with "chili": 2 wds. |
| 37% | MICHAEL | 7 | With 33-Across, one of the two singers on 15-Across |
| 36% | SOLO | 4 | Demi Lovato song with the lyrics "I got nobody / Here on my own" |
| 36% | BRANDICARLILE | 13 | Singer whose 2021 hit song "Right on Time" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 36% | CLEVELAND | 9 | With 48a, it's the name of the NBA team that is part-owned by Grammy-winning singer Usher (birthday today) |
| 36% | FEIST | 5 | One-named indie singer with the 2007 hit "1234" |
| 35% | ELLA | 4 | ___ Fitzgerald, singer dubbed the "First Lady of Song" with 14 Grammy Awards and is considered one of the most influential figures in jazz |
| 35% | ASHANTI | 7 | One-named female singer with the 2002 #1 hit "Foolish" |
| 35% | ELLA | 4 | ___ Mai (singer with the new album "Heart on My Sleeve") |
| 35% | ADELE | 5 | One-named British singer with 15 Grammy Awards |
| 35% | SZA | 3 | Singer with the 2024 song "Saturn" |
| 35% | ENYA | 4 | Singer with an Oscar-nominated song in "The Lord of the Rings" |
| 35% | THEWEEKND | 9 | Singer with an oddly spelled name whose "Starboy" won Best Urban Contemporary Album at the 2018 Grammy Awards (2 wds.) |