| 100% | TORME | 5 | Singer who once sang a song to Kramer on "Seinfeld" |
| 44% | SIA | 3 | Singer who performed a fake Lorde song on "South Park" |
| 42% | ICET | 4 | "Cop Killer" singer who went on to play a cop on TV |
| 42% | CEELO | 5 | Singer Green who was once a coach on "The Voice" |
| 42% | BEN | 3 | Singer Folds who's a judge on "The Sing-Off" |
| 41% | SIA | 3 | One-named singer who sang Lorde songs on an episode of "South Park" |
| 41% | DYLAN | 5 | Bob ___, singer who covered the song "Take a Message to Mary" in 1970 |
| 40% | ONO | 3 | Only woman to sing lead vocals on a Beatles song |
| 40% | SUSAN | 5 | Singer Boyle who sang "I Dreamed a Dream" on "Britain's Got Talent" |
| 39% | CHER | 4 | A grammy winning singer nicknamed the "Goddess of Pop," who sang the hit song "Believe" |
| 38% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 38% | KESHA | 5 | Singer who once spelled her name with a "$" |
| 38% | JENNIFERLOPEZ | 13 | "On the Floor" singer who was once a Fly Girl on "In Living Color": 2 wds. |
| 38% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 38% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 38% | ENYA | 4 | Singer who once belonged to the Celtic band Clannad |
| 38% | ERIC | 4 | Idle who sang "Always Look on the Bright Side of Life" while tied to a cross |
| 37% | SERENADE | 8 | Sing a love song to |
| 37% | WILLIAM | 7 | ___ Faulkner, author of "The Sound and the Fury" who once wrote the entire outline to a novel on his office walls |
| 37% | MCCARTNEY | 9 | Left-handed guitarist who once played “Twenty Flight Rock” on an upside-down right-handed guitar to impress a future bandmate |
| 37% | KESHA | 5 | Singer who once stylized her name with a dollar sign |
| 37% | SERENADED | 9 | Sang a love song to someone |
| 37% | WOO | 3 | Sing a romantic song to, say |
| 37% | MARSHMELLO | 10 | "Alone" singer who sings "OK Not to Be OK" with Demi Lovato on "Dancing with the Devil ... the Art of Starting Over" |
| 36% | DOLLY | 5 | ___ Parton and Kenny Rogers, singers who collaborated on the album "Once Upon a Christmas" |
| 36% | CHER | 4 | Singer who was once married to Sonny Bono |
| 36% | SEAL | 4 | Singer who was once married to Heidi Klum |
| 36% | HARRYSTYLES | 11 | Singer who rose to fame on "The X Factor" |
| 36% | OMI | 3 | Jamaican singer who sang the song "Cheerleader" |
| 35% | ARIA | 4 | Song sung on a stage |