| 100% | KENNYCHESNEY | 12 | "The Good Stuff" singer whose songs have spent 72 weeks at #1 on Billboard's Hot Country chart: 2 wds. |
| 78% | TOBYKEITH | 9 | "Red Solo Cup" singer whose songs have spent 53 weeks at #1 on Billboard's Hot Country chart: 2 wds. |
| 77% | TIMMCGRAW | 9 | "It's Your Love" singer whose songs have spent 73 weeks at #1 on Billboard's Hot Country chart: 2 wds. |
| 52% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 50% | RICKYMARTIN | 11 | Singer whose song "Livin' La Vida Loca" peaked at number one on the Billboard Hot 100 chart in 1999: 2 wds. |
| 50% | MARIAHCAREY | 11 | Singer whose song "We Belong Together" peaked at number one on the Billboard Hot 100 chart in 2005: 2 wds. |
| 50% | BEYONCEKNOWLES | 14 | Singer whose song "Crazy In Love" featuring Jay Z peaked at number one on the Billboard Hot 100 chart in 2003: 2 wds. |
| 48% | LUKECOMBS | 9 | Singer whose 2023 hit "Fast Car" spent 8 weeks at #2 on the Billboard Hot 100 without hitting #1: 2 wds. |
| 48% | TRACEADKINS | 11 | Singer whose "Ladies Love Country Boys" hit #1 on the Billboard Country Songs Chart in 2007: 2 wds. |
| 47% | EDSHEERAN | 9 | Singer whose 2015 hit "Thinking Out Loud" spent 8 weeks at #2 on the Billboard Hot 100 without hitting #1: 2 wds. |
| 45% | FAMILYAFFAIR | 12 | 28-Across song that spent six weeks at #1 on the Billboard Hot 100 in 2001 (2 wds.) |
| 44% | INMYFEELINGS | 12 | Drake song that spent 10 weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 43% | MARIAHCAREY | 11 | "Honey" singer who's had three songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 43% | FAITHHILL | 9 | Country singer whose song "Breathe" was named the #1 single on Billboard's year-end countdown in 2000 (2 wds.) |
| 43% | MISSYELLIOTT | 12 | Rapper whose 2002 hit "Work It" spent 10 weeks at #2 on the Billboard Hot 100 without hitting #1: 2 wds. |
| 41% | TAYLORSWIFT | 11 | "Shake It Off" singer who's had seven songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 41% | ARIANAGRANDE | 12 | "Thank U, Next" singer who's had seven songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 40% | THISISAMERICA | 13 | Donald Glover (as Childish Gambino) song that spent two weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 40% | INMYFEELINGS | 12 | 49-Across song that spent 10 weeks at #1 on the "Billboard" Hot 100 in 2018 (3 wds.) |
| 40% | NICKIMINAJ | 10 | Rapper whose song "Anaconda" peaked at #2 on the Billboard Hot 100 in August 2014: 2 wds. |
| 40% | NIGHTFEVER | 10 | 1978 song by 42-Across that debuted at #76 but ultimately spent eight weeks at #1 on the "Billboard" Hot 100 Chart (2 wds.) |
| 39% | MORGANWALLEN | 12 | Country singer whose 2021 double album "Dangerous" spent its first 10 weeks atop the Billboard 200: 2 wds. |
| 39% | GIRLSLIKEYOU | 12 | Maroon 5 song featuring Cardi B that spent seven weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 38% | KELLYCLARKSON | 13 | Singer whose debut single "A Moment Like This" reached #1 on the Billboard Hot 100 in 2002: 2 wds. |
| 38% | MEGHANTRAINOR | 13 | Singer whose debut single "All About That Bass" reached #1 on the Billboard Hot 100 in 2014: 2 wds. |
| 37% | OLIVIARODRIGO | 13 | Singer whose debut single "Drivers License" reached #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 37% | STEVIEWONDER | 12 | Soul singer whose 1976 album "Songs in the Key of Life" spent its first 13 weeks atop the Billboard 200: 2 wds. |
| 36% | MEGHANTRAINOR | 13 | Singer whose "All About That Bass" spent 25 weeks in the Billboard Top 10 in 2014 and 2015: 2 wds. |
| 36% | LEANNRIMES | 10 | Singer whose "How Do I Live" spent 32 weeks in the Billboard Top 10 in 1997 and 1998: 2 wds. |
| 36% | ISLANDSIN | 9 | With 40-Across, song that reached #1 on Billboard's country and Hot 100 charts in 1983: 2 wds. |