| 100% | CARLYRAEJEPSEN | 14 | "Call Me Maybe" singer who performed in Fox's 2016 "Grease Live!": 3 wds. |
| 53% | MARYJBLIGE | 10 | "Be Without You" singer who performed in NBC's 2015 "The Wiz Live!": 3 wds. |
| 51% | JOHNLEGEND | 10 | "Love Me Now" singer who performed in NBC's 2018 "Jesus Christ Superstar Live in Concert": 2 wds. |
| 49% | CARLYRAEJEPSEN | 14 | "Call Me Maybe" singer who released her sixth studio album, "The Loneliest Time," in 2022 (3 wds.) |
| 43% | RAE | 3 | Carly ___ Jepsen, "Call Me Maybe" singer who has performed at the Macy's Thanksgiving Parade |
| 41% | PAULMCCARTNEY | 13 | Singer who performed "Maybe I'm Amazed" on the SNL40 anniversary special: 2 wds. |
| 40% | MARYJBLIGE | 10 | Singer who played Evillene in "The Wiz Live!": 3 wds. |
| 40% | ELTONJOHN | 9 | "Rocket Man" singer who hosted and performed on "Saturday Night Live" in 2011: 2 wds. |
| 38% | PAULMCCARTNEY | 13 | "Jet" singer who performed in the 2012 London Summer Olympics opening ceremony: 2 wds. |
| 38% | BRYANADAMS | 10 | "Heaven" singer who performed in the 2010 Vancouver Winter Olympics opening ceremony: 2 wds. |
| 36% | ARIANAGRANDE | 12 | Pop singer and former Nickelodeon star who both hosted "SNL" and performed as the musical guest in 2016: 2 wds. |
| 36% | CARLYRAEJEPSEN | 14 | Canadian singer of "Call Me Maybe": 3 wds. |
| 36% | LEANNRIMES | 10 | "Blue" singer who performed in the 2002 Salt Lake City Winter Olympics opening ceremony: 2 wds. |
| 36% | AMBERRILEY | 10 | Singer who played Addaperle in "The Wiz Live!": 2 wds. |
| 36% | LANADELREY | 10 | "Doin' Time" singer who collaborates with 27-Across and 35-Across on the 2019 "Charlie's Angels" theme song "Don't Call Me Angel" (3 wds.) |
| 36% | QUEENLATIFAH | 12 | Singer who played the Wiz in "The Wiz Live!": 2 wds. |
| 35% | MARILYNHORNE | 12 | Opera singer who performed at Clinton's 1993 inauguration and received the National Medal of Arts in 1992: 2 wds. |
| 35% | FETTYWAP | 8 | "Trap Queen" singer who won 14-Across in 2016: 2 wds. |
| 35% | RODSTEWART | 10 | Singer who performed his song "Infatuation" to open the first MTV Video Music Awards, in 1984: 2 wds. |
| 34% | BRUNOMARS | 9 | "The Lazy Song" singer who hosted and performed on "SNL" in 2012: 2 wds. |
| 34% | BRITNEYSPEARS | 13 | "Toxic" singer who hosted and performed on "SNL" in 2000 and 2002: 2 wds. |
| 34% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 34% | BRUNOMARS | 9 | "24K Magic" singer who won the award for R&B Song, "That's What I Like" in Billboard 2018: 2 wds |
| 34% | RODSTEWART | 10 | "Maggie May" and "Forever Young" singer who was knighted in 2016: 2 wds. |
| 34% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 34% | AXL | 3 | Singer Rose who performed with AC/DC in 2016 |
| 34% | CARLYRAEJEPSEN | 14 | She sang "Call Me Maybe": 3 wds. |
| 33% | 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. |
| 33% | LIONELRICHIE | 12 | Singer who won the Oscar in 1986 for Best Original Song, "Say You, Say Me": 2 wds. |
| 33% | DOLLYPARTON | 11 | "Jolene" singer who received the CMAs' Willie Nelson Lifetime Achievement Award in 2016: 2 wds. |