| 100% | CLEO | 4 | & 22A English jazz singer whose husband John Dankworth died in 2010 |
| 89% | LAINE | 5 | Cleo —, English jazz singer whose husband John Dankworth died in 2010 |
| 81% | CLEOLAINE | 9 | Jazz singer whose husband John Dankworth died in 2010 |
| 31% | NANCY | 5 | Jazz singer Wilson who died in December 2018 |
| 26% | LEAD | 4 | & 22A US blues singer born Huddie Ledbetter who died in 1949 |
| 26% | ODAY | 4 | Jazz singer whose surname came from pig Latin |
| 26% | EDSHEERAN | 9 | English singer whose album "÷" and song "Shape of You" both topped the charts in 2017: 2 wds. |
| 25% | WINEHOUSE | 9 | Amy __, English singer who died in 2011 |
| 25% | HANRAHAN | 8 | Brian —, BBC diplomatic correspondent who died in 2010 |
| 24% | EGONRONAY | 9 | Hungary-born travel-guide writer and gastronome who died in 2010 |
| 24% | HOLIDAY | 7 | Billie —, US jazz singer whose nickname was Lady Day |
| 24% | WIDOWS | 6 | Women whose husbands have died |
| 24% | ELTON | 5 | English singer ___ John |
| 24% | PHILCOLLINS | 11 | English drummer/singer in Genesis whose solo hits include "Sussudio": 2 wds. |
| 24% | CARMENMCRAE | 11 | Jazz singer who acted in the "Roots" miniseries |
| 24% | WIDOW | 5 | A woman whose husband has died |
| 23% | ETTA | 4 | Jazz singer James played by Beyoncé in "Cadillac Records" |
| 23% | EGON | 4 | & 7A Hungary-born travel guide writer and gastronome who died in 2010 |
| 23% | EGON | 4 | & 16A Hungary-born travel-guide writer and gastronome who died in 2010 |
| 23% | EGON | 4 | & 7A Hungarian-born travel-guide writer and gastronome who died in 2010 |
| 23% | PAULMCCARTNEY | 13 | Singer whose character shrank in 1965's "Help!": 2 wds. |
| 23% | KELLYCLARKSON | 13 | Singer whose debut single "A Moment Like This" reached #1 on the Billboard Hot 100 in 2002: 2 wds. |
| 23% | WILLIE | 6 | With 39-Across, singer whose "A Beautiful Time" won the Grammy for Best Country Album in 2023 |
| 23% | GLENN | 5 | Astronaut John who died in 2016 |
| 23% | WAITE | 5 | Bad English singer John |
| 23% | ETTA | 4 | Jazz singer James who was played by Beyoncé in "Cadillac Records" |
| 22% | LEGEND | 6 | John, singer husband of model Chrissy Teigen |
| 22% | PAULMCCARTNEY | 13 | English bassist/singer in the Beatles whose solo hits include "No More Lonely Nights": 2 wds. |
| 22% | LENAHORNE | 9 | Jazz singer who was awarded the Spingarn Medal in 1983: 2 wds. |
| 22% | ELLA | 4 | English singer Henderson whose biggest hit is "Ghost" |