| 100% | ELVISCOSTELLO | 13 | "Veronica" singer who was born Declan Patrick MacManus: 2 wds. |
| 55% | TINATURNER | 10 | "Private Dancer" singer who was born Anna Mae Bullock: 2 wds. |
| 55% | BETTEMIDLER | 11 | "Wind Beneath My Wings" singer who was born and raised in Hawaii: 2 wds. |
| 53% | KENNYLOGGINS | 12 | "Footloose" singer who was born January 7, 1948 (2 wds.) |
| 51% | ELTONJOHN | 9 | Stage name for the "Tiny Dancer" singer who was born Reginald Kenneth Dwight: 2 wds. |
| 50% | BLAKESHELTON | 12 | "God's Country" singer who was born June 18, 1976 (2 wds.) |
| 50% | STEVENTYLER | 11 | "Walk This Way" singer who was born March 26, 1948 (2 wds.) |
| 50% | JAMESTAYLOR | 11 | "Fire and Rain" singer who was born March 12, 1948 (2 wds.) |
| 47% | MARTINSHEEN | 11 | "Apocalypse Now" actor who was born Ramón Estévez: 2 wds. |
| 46% | NICOLACOUGHLAN | 14 | Actress who was born in Galway, Ireland: 2 wds. |
| 46% | GARTHBROOKS | 11 | "Shameless" singer who is 33-Across's husband: 2 wds. |
| 45% | GIUSEPPEVERDI | 13 | Italian composer who was born on October 10, 1813: 2 wds. |
| 45% | STEVENTYLER | 11 | Aerosmith singer who was a judge on "American Idol": 2 wds. |
| 45% | LEANNRIMES | 10 | Singer who is the youngest ever individual artist to win the Grammy: 2 wds. |
| 45% | MICHELLEWIE | 11 | ___ West, LPGA star who was born and raised in Hawaii: 2 wds. |
| 45% | AULIICRAVALHO | 13 | "Moana" voice actress who was born and raised in Hawaii: 2 wds. |
| 45% | MELANIELYNSKEY | 14 | "Yellowjackets" actress who was born in New Zealand in 1977: 2 wds. |
| 45% | LANADELREY | 10 | "West Coast" singer who was born Elizabeth Woolridge Grant: 3 wds. |
| 45% | LENAHORNE | 9 | Jazz singer who was awarded the Spingarn Medal in 1983: 2 wds. |
| 45% | BRUNOMARS | 9 | "Grenade" singer who was the featured vocalist on "Uptown Funk": 2 wds. |
| 45% | JUSTINBIEBER | 12 | "Yummy" singer who was half the duet on 27-Across: 2 wds. |
| 45% | NICKIMINAJ | 10 | "Super Bass" rapper who was born Onika Maraj: 2 wds. |
| 45% | IGGYAZALEA | 10 | "Trouble" rapper who was born Amethyst Kelly: 2 wds. |
| 45% | BLAKESHELTON | 12 | Longtime coach on "The Voice" and country music singer who was born June 18, 1976 (2 wds.) |
| 45% | TROYESIVAN | 10 | Singer of the 2015 hit "Youth" who was born in South Africa in 1995: 2 wds. |
| 45% | STEVEWINWOOD | 12 | Singer who was part of the bands Traffic and the Spencer Davis Group: 2 wds. |
| 44% | TAIKAWAITITI | 12 | "Jojo Rabbit" director who was born in New Zealand in 1975: 2 wds. |
| 44% | KEITHURBAN | 10 | Country singer who was an "American Idol" judge for four seasons: 2 wds. |
| 44% | ARIANAGRANDE | 12 | "Positions" singer who was Billboard's 2018 Woman of the Year: 2 wds. |
| 44% | DOLLYPARTON | 11 | "Jolene" singer who was MusiCares Person of the Year in 2019: 2 wds. |