| 100% | GLORIAESTEFAN | 13 | "Turn the Beat Around" singer who has Cuban roots: 2 wds. |
| 59% | JENNIFERLOPEZ | 13 | "On the Floor" singer who has Puerto Rican roots: 2 wds. |
| 51% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 51% | SINEADOCONNOR | 13 | Irish singer who had the #1 hit "Nothing Compares 2 U": 2 wds. |
| 51% | MARIAHCAREY | 11 | "We Belong Together" singer who has Venezuelan roots: 2 wds. |
| 51% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 51% | TINATURNER | 10 | "Private Dancer" singer who has a solo in "We Are the World": 2 wds. |
| 51% | SELENAGOMEZ | 11 | "Come & Get It" singer who has Mexican roots: 2 wds. |
| 50% | DIONNEWARWICK | 13 | "Walk On By" singer who has a solo in "We Are the World": 2 wds. |
| 50% | KATYPERRY | 9 | "Roar" singer who had a guest appearance in "HIMYM" in the episode "Oh Honey" : 2 wds. |
| 49% | GERIHALLIWELL | 13 | Singer who had four #1 hits in the UK from 1999 to 2001, including "It's Raining Men": 2 wds. |
| 49% | ARIANAGRANDE | 12 | "Yes, And?" singer who had two songs reach #1 on the Billboard Hot 100 in 2024: 2 wds. |
| 48% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 48% | LEEGREENWOOD | 12 | "I.O.U." singer who had a hit in 2001 with "God Bless the U.S.A.": 2 wds. |
| 48% | MARIAHCAREY | 11 | "I'll Be There" pop singer who once had the alter ego "Mimi": 2 wds. |
| 48% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 47% | JOHNMELLENCAMP | 14 | "Jack & Diane" singer who had a hit in 1986 with "R.O.C.K. in the U.S.A.": 2 wds. |
| 47% | MARIAHCAREY | 11 | "Honey" singer who's had three songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 47% | TAYLORSWIFT | 11 | "Cardigan" pop singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 47% | LADYGAGA | 8 | "Shallow" pop singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 46% | JASONDERULO | 11 | "Wiggle" R&B singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 46% | TAYLORSWIFT | 11 | "Shake It Off" singer who's had seven songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 46% | ARIANAGRANDE | 12 | "Thank U, Next" singer who's had seven songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 46% | JUSTINBIEBER | 12 | "Love Yourself" singer who has won the second-most Billboard Music Awards (21) (2 wds.) |
| 46% | MARIAHCAREY | 11 | Singer who has had 19 #1 hits, including "Emotions": 2 wds. |
| 45% | GARTHBROOKS | 11 | "Friends in Low Places" singer who has won the third-most Billboard Music Awards (19) (2 wds.) |
| 45% | LIAMPAYNE | 9 | One Direction singer who has a fear of spoons: 2 wds. |
| 45% | STEVIEWONDER | 12 | "Superstition" singer who has won 25 Grammys: 2 wds. |
| 45% | RAYCHARLES | 10 | "Hit the Road Jack" singer who has a solo in 1985's "We Are the World": 2 wds. |
| 45% | KELLYCLARKSON | 13 | "Miss Independent" singer who has been a coach on "The Voice" for the last five seasons (2 wds.) |