| 100% | BRANDY | 6 | "Have You Ever?" singer who was one half of 18-Across's duet |
| 59% | MONICA | 6 | "The First Night" singer who was the other half of 18-Across's duet |
| 51% | MICHAELBUBLE | 12 | "Haven't Met You Yet" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 51% | LADY | 4 | With 31-Across, "Applause" singer who was one of Tony Bennett's duet partners on his "Duets II" album |
| 49% | AMYWINEHOUSE | 12 | "Rehab" singer who was one of Tony Bennett's duet partners on his "Duets II" album: 2 wds. |
| 44% | BONO | 4 | U2 singer who was one of Time's 2005 Persons of the Year |
| 44% | LOU | 3 | Costello who was one half of "Abbott and Costello" |
| 44% | PHOEBEBRIDGERS | 14 | "Sidelines" singer who is one of the three members of 16-Across: 2 wds. |
| 43% | IGGYAZALEA | 10 | "Fancy" singer who is one of only two music acts to have their first two hit singles rank #1 and #2 simultaneously on the U.S. "Billboard" Hot 100 chart (2 wds.) |
| 43% | JUSTINBIEBER | 12 | "Yummy" singer who was half the duet on 27-Across: 2 wds. |
| 43% | ZOE | 3 | ___ Kravitz, "Mad Max" actress who is one half of electropop duo Lolawolf |
| 42% | MARYJBLIGE | 10 | "Not Gon' Cry" singer who was one of Glamour's 2023 Women of the Year: 3 wds. |
| 42% | BILLIEEILISH | 12 | "Bad Guy" singer who was one of PETA's Most Beautiful Vegan Celebrities in 2021: 2 wds. |
| 42% | ANDERSONPAAK | 12 | Silk Sonic singer who was one of PETA's Most Beautiful Vegan Celebrities in 2021: 2 wds. |
| 42% | LENNYKRAVITZ | 12 | "Fly Away" singer who was one of PETA's Most Beautiful Vegan Celebrities in 2021: 2 wds. |
| 42% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who is one of Time's 2022 Women of the Year: 2 wds. |
| 42% | PAULAABDUL | 10 | Singer who was one of the original judges on "American Idol" |
| 42% | ARIANAGRANDE | 12 | "7 Rings" singer who was half the duet on 27-/31-Across: 2 wds. |
| 41% | MEL | 3 | ___ B, English singer who was one of the judges on "America's Got Talent" from season 8 to 13 |
| 41% | MARTHAWASH | 10 | Singer who was half of the Weather Girls |
| 41% | BON | 3 | ___ Jovi, singer of "Who Says You Can't Go Home" who might have just been homesick |
| 40% | ADELE | 5 | "Skyfall" singer who has been named Billboard's Artist of the Year thrice |
| 40% | ABDUL | 5 | Paula ___, dancer and singer who was one of the original judges on "American Idol" |
| 40% | NATKINGCOLE | 11 | Legendary singer who was 18-Across's father: 3 wds. |
| 39% | ROD | 3 | ___ Stewart, "Baby Jane" singer who is one of the best-selling artists of all time |
| 39% | KENNYLOGGINS | 12 | "We Are the World" singer who was half of a famous duo (oh, and one more thing...) |
| 38% | WEBB | 4 | Spud who was one of the shortest NBA players ever (at 5'6") |
| 38% | EMMA | 4 | Singer Bunton who was one of the Spice Girls |
| 38% | SPEECHTHERAPIST | 15 | One who has ways of making you talk ... |
| 37% | CLINE | 5 | Patsy ___, "Walkin' After Midnight" singer who was one of the first country stars to cross over to pop music charts |