| 100% | SMOKEYROBINSON | 14 | Singer who performed "U Really Got a Hold on Me" (a parody of "You've Really Got a Hold on Me") on "Sesame Street": 2 wds. |
| 50% | QUEENLATIFAH | 12 | Singer who performed "That's the Letter O" (a parody of "That's the Way We Flow") on "Sesame Street": 2 wds. |
| 49% | ONEDIRECTION | 12 | Group that performed "What Makes 'U' Useful" (a parody of "What Makes You Beautiful") on "Sesame Street": 2 wds. |
| 48% | THEMIRACLES | 11 | "You've Really Got a Hold on Me" singers |
| 46% | JOHNLEGEND | 10 | "All of Me" singer who performed "History Has Its Eyes on You" on "The Hamilton Mixtape": 2 wds. |
| 42% | JAMESTAYLOR | 11 | Singer who performed Carole King's "You've Got a Friend": 2 wds. |
| 39% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 39% | ARIANAGRANDE | 12 | "Thank U, Next" pop singer who got her seventh #1 hit with a remix of 38-Across: 2 wds. |
| 38% | JOHNLEGEND | 10 | "All of Me" singer who's back, along with Gwen Stefani, as a veteran coach on "The Voice": 2 wds. |
| 38% | DARIUSRUCKER | 12 | Hootie and the Blowfish lead singer who's getting a Recording star on the Hollywood Walk of Fame in 2024: 2 wds. |
| 38% | PAULMCCARTNEY | 13 | Singer who performed "Maybe I'm Amazed" on the SNL40 anniversary special: 2 wds. |
| 37% | ALARM | 5 | I'm a type of digital clock that gets you ready for classes on time. Who am I? |
| 37% | SUSANBOYLE | 10 | "I Dreamed a Dream" singer who got her start on "Britain's Got Talent" in 2009: 2 wds. |
| 37% | ANNEMURRAY | 10 | "You Needed Me" singer who was made a Companion of the Order of Canada in 1984: 2 wds. |
| 37% | MILEYCYRUS | 10 | "Wrecking Ball" singer who performs on the remix of 49-Across: 2 wds. |
| 36% | YOUVE | 5 | "___ Really Got a Hold on Me" (hit single by The Miracles) |
| 36% | JANELLEMONAE | 12 | "Make Me Feel" singer who is a guest judge on Season 15 of "RuPaul's Drag Race" (2 wds.) |
| 36% | ARIANAGRANDE | 12 | "Thank U, Next" singer who is a guest judge on Season 15 of "RuPaul's Drag Race" (2 wds.) |
| 36% | WHITNEYHOUSTON | 14 | Singer and actress who played Rachel Marron in 18a and whose cover of "I Will Always Love You" became a best-selling single: 2 wds. |
| 35% | DAMIANMCGINTY | 13 | Irish singer who played Rory Flanagan on "Glee" and was a member of 32-Across: 2 wds. |
| 35% | SELENAGOMEZ | 11 | Singer of "Lose You to Love Me" who has 179 million Instagram followers: 2 wds. |
| 35% | CAROLEKING | 10 | "You've Got a Friend" singer/pianist who was the first woman to win a Grammy for Song of the Year (2 wds.) |
| 35% | ETTA | 4 | "Something's Got a Hold on Me" singer, ___ James |
| 35% | ETTA | 4 | "Something's Got a Hold on Me" singer James |
| 35% | ETTA | 4 | “Something’s Got a Hold on Me” singer James |
| 35% | JAMESTAYLOR | 11 | Ex-husband of Carly Simon who won a Grammy for "You've Got a Friend": 2 wds. |
| 35% | RAYCHARLES | 10 | "Georgia on My Mind" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 34% | LIONELRICHIE | 12 | "Say You, Say Me" singer being inducted into the Rock & Roll Hall of Fame on Saturday: 2 wds. |
| 34% | SINEADOCONNOR | 13 | Singer who got banned from "Saturday Night Live" for ripping up a picture of the pope: 2 wds. |
| 34% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |