| 100% | CHER | 4 | Singer whose likeness was the highest-selling doll of 1976, surpassing Barbie |
| 44% | EDSHEERAN | 9 | Singer whose "÷ Tour" is the fourth highest-grossing concert tour of all time: 2 wds. |
| 40% | TAYLORSWIFT | 11 | Singer whose "Eras Tour" is the highest-grossing concert tour of all time: 2 wds. |
| 39% | MILEY | 5 | With 33-Across, singer whose "Flowers" was the best-selling global single of 2023 |
| 39% | ELTONJOHN | 9 | Singer whose "Farewell Yellow Brick Road" tour is the third highest-grossing concert tour of all time, after Coldplay's "Music of the Spheres": 2 wds. |
| 38% | BENSONBOONE | 11 | Singer whose "Beautiful Things" was the best-selling global single of 2024: 2 wds. |
| 37% | HARRYSTYLES | 11 | Singer whose "As It Was" was the best-selling global single of 2022: 2 wds. |
| 37% | ALGREEN | 7 | Singer whose name is an anagram of the word "general": 2 wds. |
| 37% | SIA | 3 | Singer whose "Breathe Me" was part of the "Six Feet Under" series finale |
| 36% | JONBATISTE | 10 | Singer whose album "We Are" won the Album of the Year Grammy in 2022 |
| 36% | ALJARREAU | 9 | Singer whose "Moonlighting" was the theme song for the TV show of the same name: 2 wds. |
| 36% | MARTYROBBINS | 12 | Singer whose "El Paso" was the first "Billboard" #1 hit of the 1960s (2 wds.) |
| 35% | MINNELLI | 8 | Singer whose version of “New York, New York” used to be played when the Yankees lost |
| 35% | JACKSONBROWNE | 13 | "Doctor, My Eyes" singer whose first name is the capital of Mississippi: 2 wds. |
| 35% | BRITNEYSPEARS | 13 | Pop singer whose name is an anagram of the word "Presbyterians": 2 wds. |
| 35% | KEN | 3 | Male doll sold in the Barbie section of a toy department |
| 34% | MINOGUE | 7 | Kylie ___, Australian singer-songwriter who is the highest-selling female Australian artist of all time |
| 34% | BJTHOMAS | 8 | Singer whose "Raindrops Keep Fallin' on My Head" was the first "Billboard" #1 hit of the 1970s (2 wds.) |
| 34% | GWENSTEFANI | 11 | Singer whose 2005 #1 hit "Hollaback Girl" was produced by Pharrell Williams as half of the Neptunes: 2 wds. |
| 34% | PETER | 5 | & 5D Late singer-actor; member of The Monkees whose original surname was Thorkelson |
| 34% | ENDERBY | 7 | Westernmost part of the Australian Antarctic Territory whose highest peak is Mount McMaster |
| 34% | OLIVIARODRIGO | 13 | Singer whose 2021 hit single "Drivers License" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 34% | CHER | 4 | Singer/actress whose name can be found at the ends of 17-, 31-, and 43-Across |
| 33% | ELK | 3 | — Mountains, range of the Rockies in Colorado, US, whose highest point is Castle Peak |
| 33% | SNOWY | 5 | — Mountains, range of peaks within the Australian Alps whose highest point is Mount Kosciusko |
| 33% | DOJACAT | 7 | Singer whose 2021 hit single "Kiss Me More" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 33% | BRANDICARLILE | 13 | Singer whose 2021 hit song "Right on Time" is nominated for three Grammy Awards, including Record of the Year (2 wds.) |
| 33% | CAREY | 5 | Mariah ___, singer whose performance of "Vision of Love" on SNL is considered one of the best on the show |
| 33% | FORD | 4 | Willa ___, singer whose highest-charting song "I Wanna Be Bad" peaked at #22 on the U.S. Billboard 100 |
| 33% | BOWIE | 5 | David ___, singer whose performance of "Boys Keep Swinging" on SNL is considered one of the best on the show |