| 100% | TOM | 3 | "Free Fallin" singer, ___ Petty, who cameoed in "The Simpsons" episode, "How I Spent My Strummer Vacation" as himself |
| 80% | MICKJAGGER | 10 | "The Rolling Stones" lead singer who cameoed in "The Simpsons" episode, "How I Spent My Strummer Vacation" as himself: 2 wds. |
| 48% | PAUL | 4 | The Beatles co-lead singer, ___ McCartney, who cameoed in "The Simpsons" episode, "Lisa the Vegetarian" as himself |
| 40% | KATY | 4 | "Firework" pop singer, ___ Perry, who cameoed in "The Simpsons" episode, "The Fight Before Christmas" as herself |
| 40% | TOM | 3 | "Free Fallin'" artist, ___ Petty who cameoed in "The Postman" as a Bridge City Mayor |
| 40% | LEA | 3 | "Glee" actress and singer, ___ Michele, who cameoed in "The Simpsons" episode, "Elementary School Musical" as herself |
| 39% | BRITNEYSPEARS | 13 | "Baby One More Time" pop singer who cameoed in "The Simpsons" episode, "The Mansion Family" as herself: 2 wds. |
| 38% | CYNDI | 5 | "True Colors" singer, ___ Lauper, who cameoed in "The Simpsons" episode, "Wild Barts Can't Be Broken" as herself |
| 35% | KANYEWEST | 9 | "My Beautiful Dark Twisted Fantasy" artist who cameoed in the movie "The Love Guru" as himself: 2 wds. |
| 33% | ROBREINER | 9 | "All in the Family" costar who guest-starred as himself on "The Simpsons": 2 wds. |
| 30% | ORA | 3 | Singer Rita who's in the movie "Fifty Shades Freed" |
| 29% | ALICE | 5 | "Bed of Nails" artist, ___ Cooper who cameoed in "Wayne's World" as himself |
| 29% | ESSAY | 5 | "How I Spent My Summer Vacation," maybe |
| 29% | MICHAELSTIPE | 12 | Singer who came up with "It's the End of the World as We Know It (And I Feel Fine)" in his sleep: 2 wds. |
| 28% | ESSAY | 5 | "How I Spent My Summer Vacation," e.g. |
| 28% | KEIRA | 5 | ___ Knightley, actress who cameoed as Sabe in "Star Wars: The Phantom Menace" |
| 28% | JIM | 3 | Actor Carrey who cameos as the Finger Lakes Guy in "The Office" |
| 28% | LEANNRIMES | 10 | "How Do I Live" singer who won season four of "The Masked Singer" as The Sun (2 wds.) |
| 28% | PEGG | 4 | Simon ___, actor who cameoed as Unkar Plutt in "Star Wars: The Force Awakens" |
| 28% | ROSE | 4 | ___ Byrne, actress who cameoed as Dorme in "Star Wars: Attack of the Clones" |
| 27% | LEANNRIMES | 10 | "How Do I Live" singer who won the fourth season of "The Masked Singer" as the Sun: 2 wds. |
| 27% | MANDYMOORE | 10 | "I See the Light" singer who voiced Tabitha Vixx in "The Simpsons" episode, "Marge and Homer Turn a Couple Play": 2 wds. |
| 27% | PETERBENCHLEY | 13 | Author of "Jaws" who cameoed as a reporter in the 1975 film adaptation: 2 wds. |
| 26% | SOLANGE | 7 | American singer who released the album "When I Get Home" in 2019 |
| 26% | IKO | 3 | ___ Uwais, Indonesian actor who cameoed as Kanjiklub lieutenant Razoo Qin-Fee in "Star Wars: The Force Awakens" |
| 26% | LIPA | 4 | Singer Dua who cameoed in "Barbie" |
| 26% | WEI | 3 | ___ Jingsheng, human rights activist now in the USA, who spent 18 years jailed as a Chinese political prisoner |
| 26% | MASHA | 5 | The Seagull character who says, "I dress in black to match my life. I am unhappy." |
| 26% | JOHNLECARRE | 11 | Author of "Tinker Tailor Soldier Spy" who cameoed as a party guest in the 2011 film adaptation: 3 wds. |