| 100% | MILEYCYRUS | 10 | "Wrecking Ball" singer who bought a Prius in 2009: 2 wds. |
| 52% | MILEYCYRUS | 10 | "Wrecking Ball" singer who's been a judge on "The Voice": 2 wds. |
| 52% | MILEYCYRUS | 10 | Singer who appears nude in the video of her 2013 single, "Wrecking Ball": 2 wds. |
| 49% | BILLIEEILISH | 12 | Singer who released "Birds of a Feather" in 2024: 2 wds. |
| 48% | MILEYCYRUS | 10 | "Wrecking Ball" singer who was a coach for two seasons on "The Voice" (2 wds.) |
| 47% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 47% | EDSHEERAN | 9 | British singer who made a cameo in HBO series "Game of Thrones: 2 wds. |
| 47% | ARETHAFRANKLIN | 14 | "Respect" singer who, as a child, sang in her church choir: 2 wds. |
| 47% | BEYONCEKNOWLES | 14 | "Halo" singer who, as a child, sang in her church choir: 2 wds. |
| 47% | PAULMCCARTNEY | 13 | 76-year-old singer who is still in a "Band on the Run": 2 wds. |
| 47% | ERYKAHBADU | 10 | "Tyrone" singer who competed against Jill Scott in a 2020 episode of "Verzuz": 2 wds. |
| 47% | NELLYFURTADO | 12 | Singer who released "I'm Like a Bird" in 2000: 2 wds. |
| 46% | WHITNEYHOUSTON | 14 | "So Emotional" singer who, as a child, sang in her church choir: 2 wds. |
| 46% | JENNIFERLOPEZ | 13 | Singer who was nominated for a Grammy for Best Dance Recording in 2000 but lost to Cher: 2 wds. |
| 46% | OZZYOSBOURNE | 12 | Heavy metal singer who starred in a 2002-2005 MTV reality show about his family: 2 wds. |
| 46% | JOHNLEGEND | 10 | "All of Me" singer who competed against Alicia Keys in a 2020 episode of "Verzuz": 2 wds. |
| 46% | NIALLHORAN | 10 | One Direction singer who's in his second season as a coach on "The Voice": 2 wds. |
| 46% | TINATURNER | 10 | "Private Dancer" singer who has a solo in "We Are the World": 2 wds. |
| 46% | ALICIAKEYS | 10 | "Fallin'" singer who teaches a MasterClass course in songwriting and producing: 2 wds. |
| 46% | ALISONKRAUSS | 12 | "Raising Sand" singer who won five Grammy Awards in 2009: 2 wds. |
| 45% | MILEYCYRUS | 10 | Singer who won Video of the Year for "Wrecking Ball" at MTV Video Music Awards in 2014: 2 wds. |
| 45% | TAYLORSWIFT | 11 | Singer who was nominated for a Grammy for Best New Artist in 2008 but lost to Amy Winehouse: 2 wds. |
| 45% | REBAMCENTIRE | 12 | Red-haired country singer who's in her first season as a coach on "The Voice": 2 wds. |
| 45% | DAVIDBOWIE | 10 | "Space Oddity" singer who cowrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 45% | SUSANBOYLE | 10 | "I Dreamed a Dream" singer who got her start on "Britain's Got Talent" in 2009: 2 wds. |
| 45% | KATYPERRY | 9 | "Roar" singer who had a guest appearance in "HIMYM" in the episode "Oh Honey" : 2 wds. |
| 45% | LITTLERICHARD | 13 | "Tutti Frutti" singer who recorded a 1970 comeback record in Muscle Shoals: 2 wds. |
| 45% | OLIVIARODRIGO | 13 | "Drivers License" singer who won a Best New Artist Grammy in 2022: 2 wds. |
| 44% | MARYTRAVERS | 11 | Folk singer who, in a trio with Peter and Paul, sang the 1963 hit "Puff, the Magic Dragon": 2 wds. |
| 44% | DIONNEWARWICK | 13 | "Walk On By" singer who has a solo in "We Are the World": 2 wds. |