| 100% | MYA | 3 | One-named singer who won a Grammy Award with Pink, Lil' Kim, and Christina Aguilera for "Lady Marmalade" |
| 52% | MYA | 3 | Singer who sang "Lady Marmalade" with Christina Aguilera, Lil' Kim, and Pink |
| 50% | MYA | 3 | R&B singer who recorded "Lady Marmalade" with Christina Aguilera, Lil' Kim, and Pink |
| 46% | MYA | 3 | One-named singer with Pink!, Lil' Kim, and Christina Aguilera on the "Moulin Rouge!" soundtrack |
| 41% | ADELE | 5 | Singer who won a Grammy Award for Song of the Year winner for "Hello" |
| 40% | DAVID | 5 | ___ Bowie, English singer who won a Grammy Award for best music video in 1985 |
| 40% | RIHANNA | 7 | One-named singer who won the Grammy Award for Best Urban Contemporary Album for "Unapologetic" in 2014 |
| 39% | ROSS | 4 | Diana ___, American singer who won a Grammy for lifetime achievement award in 2012 |
| 39% | SEAL | 4 | Singer who won three Grammy Awards for "Kiss from a Rose" |
| 39% | ENYA | 4 | Singer who won a Best New Age Album Grammy Award for "Amarantine" |
| 39% | MYA | 3 | One-named singer with P!nk, Lil' Kim, and Christina Aguilera on the "Moulin Rouge!" soundtrack |
| 38% | DANGELO | 7 | One-named R&B singer who won a Grammy for his 2014 album "Black Messiah" |
| 37% | ZAYN | 4 | "Pillowtalk" singer who won the Billboard Music Award for New Artist of the Year as a member of One Direction in 2013 and as a solo artist in 2017 |
| 37% | CENT | 4 | 50 ___ (rapper who won a Grammy with Eminem and Dr. Dre for 2009's "Crack a Bottle") |
| 36% | ERICA | 5 | Singer Campbell who won a Best Gospel Album Grammy Award for "Help" |
| 36% | BRANDICARLILE | 13 | 18-Across and 42-Across singer who won a Best Country Song Grammy Award for "Bring My Flowers Now" (2 wds.) |
| 35% | HER | 3 | One-named singer who won the Academy Award for Best Original Song in 2021 for "Fight for You" from the film "Judas and the Black Messiah" |
| 35% | CARLY | 5 | Singer/songwriter Simon who won a Grammy and an Oscar for "Let the River Run" |
| 35% | ADELE | 5 | One-named singer who won Grammys for "25" and 14-Across |
| 34% | CIARA | 5 | Grammy Award-winning singer named for a Revlon fragrance |
| 34% | WHOOPI | 6 | ___ Goldberg, comedian who won a Grammy Award for Best Comedy Recording in 1986 |
| 34% | LADYGAGA | 8 | Singer who won a 2011 Grammy for "Bad Romance": 2 wds. |
| 34% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 34% | JOHN | 4 | ___ Legend, American singer who won a Grammy for Best R&B Album in 2006 |
| 34% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 33% | HADDISH | 7 | Tiffany ___, "Black Mitzvah" comedian who won a Grammy Award for Best Comedy Album in 2021 |
| 33% | LADYMARMALADE | 13 | A popular song that was covered by Christina Aguilera, Lil' Kim, Mya and Pink for the soundtrack of "Moulin Rouge!": 2 wds. |
| 33% | ADAMS | 5 | Bryan ___, Canadian singer who won a Grammy for Best Song Written for Visual Media in 1992 |
| 33% | SPIKE | 5 | Jonze who won a Grammy Award for directing Fatboy Slim's "Weapon of Choice" music video |
| 33% | TIFFANYHADDISH | 14 | "Black Mitzvah" comedian who won a Grammy Award for Best Comedy Album in 2021 (2 wds.) |