| 100% | GARTHBROOKS | 11 | "Shameless" singer who is 33-Across's husband: 2 wds. |
| 56% | JUSTINBIEBER | 12 | "Yummy" singer who was half the duet on 27-Across: 2 wds. |
| 56% | LUCYDACUS | 9 | "Kissing Lessons" singer who is also a member of 16-Across: 2 wds. |
| 56% | ARIANAGRANDE | 12 | "Positions" singer who was Billboard's 2018 Woman of the Year: 2 wds. |
| 55% | ELTONJOHN | 9 | Singer who was honored with the Ben & Jerry's flavor Goodbye Yellow Brickle Road: 2 wds. |
| 55% | PHOEBEBRIDGERS | 14 | "Sidelines" singer who is one of the three members of 16-Across: 2 wds. |
| 55% | ARIANAGRANDE | 12 | "7 Rings" singer who was half the duet on 27-/31-Across: 2 wds. |
| 55% | BRYSONTILLER | 12 | "Don't" singer who was Billboard's Top New Artist of 2016: 2 wds. |
| 55% | BILLIEEILISH | 12 | "Bad Guy" singer who was Billboard's 2019 Woman of the Year: 2 wds. |
| 55% | JUSTINBIEBER | 12 | "Love Yourself" pop singer who was Billboard's Top Male Artist of 2016: 2 wds. |
| 55% | OLIVIARODRIGO | 13 | "Good 4 U" singer who was Billboard's 2021 Woman of the Year: 2 wds. |
| 54% | NATKINGCOLE | 11 | Legendary singer who was 18-Across's father: 3 wds. |
| 53% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who is one of Time's 2022 Women of the Year: 2 wds. |
| 53% | BILLIEEILISH | 12 | "Bad Guy" singer who was one of PETA's Most Beautiful Vegan Celebrities in 2021: 2 wds. |
| 53% | ANDERSONPAAK | 12 | Silk Sonic singer who was one of PETA's Most Beautiful Vegan Celebrities in 2021: 2 wds. |
| 53% | LENNYKRAVITZ | 12 | "Fly Away" singer who was one of PETA's Most Beautiful Vegan Celebrities in 2021: 2 wds. |
| 53% | MILEYCYRUS | 10 | "Wrecking Ball" singer who's been a judge on "The Voice": 2 wds. |
| 53% | BLAKESHELTON | 12 | "Honey Bee" singer who's been a judge on "The Voice": 2 wds. |
| 53% | JIMMORRISON | 11 | Rock singer who was buried in Paris's Père Lachaise Cemetery, though he wasn't French: 2 wds. |
| 53% | MARIACALLAS | 11 | Opera singer who was buried in Paris's Père Lachaise Cemetery, though she wasn't French: 2 wds. |
| 53% | AMYWINEHOUSE | 12 | "Rehab" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 53% | ALICIAKEYS | 10 | "Girl on Fire" singer who's been a judge on "The Voice": 2 wds. |
| 52% | ELVISCOSTELLO | 13 | "Veronica" singer who was born Declan Patrick MacManus: 2 wds. |
| 52% | TAYLORSWIFT | 11 | Seven-time Grammy-winning country and pop singer who was EW's 2010 Entertainer of the Year: 2 wds. |
| 52% | STEVENTYLER | 11 | Aerosmith singer who was a judge on "American Idol": 2 wds. |
| 52% | EARTHAKITT | 10 | "Santa Baby" singer who was the voice of villainous Yzma in Disney's "The Emperor's New Groove": 2 wds. |
| 51% | LEANNRIMES | 10 | Singer who is the youngest ever individual artist to win the Grammy: 2 wds. |
| 51% | LENAHORNE | 9 | Jazz singer who was awarded the Spingarn Medal in 1983: 2 wds. |
| 51% | BRUNOMARS | 9 | "Grenade" singer who was the featured vocalist on "Uptown Funk": 2 wds. |
| 51% | DAMIANMCGINTY | 13 | Irish singer who played Rory Flanagan on "Glee" and was a member of 32-Across: 2 wds. |