| 100% | HERBALPERT | 10 | Only musician to hit #1 on the Billboard Hot 100 as both a vocalist and an instrumentalist |
| 38% | UPSIDEDOWN | 10 | 1980 50-Across song that hit #1 on the Billboard Hot 100, Disco, and Soul charts (2 wds.) |
| 37% | ICEICEBABY | 10 | First single by a rapper to reach #1 on the Billboard Hot 100 |
| 37% | HIPSDONTLIE | 11 | Shakira's only #1 hit on the Billboard Hot 100 |
| 35% | WHATSNEXT | 9 | Drake song that hit #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 35% | WHITNEYHOUSTON | 14 | Only singer to have seven consecutive #1 singles on the Billboard Hot 100 |
| 35% | FROZEN | 6 | 1998 song by Madonna that peaked at No. 2 on the Billboard Hot 100 with lyrics about a cold and emotionless man |
| 35% | KIMPETRAS | 9 | First openly transgender woman to have a No. 1 song on the Billboard Hot 100 chart |
| 34% | CARRIEUNDERWOOD | 15 | Country artist who debuted at No. 1 on the Billboard Hot 100 |
| 33% | DREAM | 5 | "Teenage ___," 2010 song by Katy Perry that reached No. 1 on the Billboard Hot 100 |
| 33% | DESPACITO | 9 | 2017 hit that was the first Spanish-language song to reach No. 1 on the Billboard Hot 100 since "Macarena" |
| 32% | TIKTOK | 6 | 2009 debut single by Kesha from her album "Animal" which peaked at number 1 on the Billboard Hot 100: 2 wds. |
| 32% | POPTUNE | 7 | Many a song on the Billboard Hot 100 |
| 32% | FREDDY | 6 | Singer Fender with a 1975 hit that went to #1 on both the pop and country charts |
| 31% | MOOD | 4 | 2020 hit by 24kGoldn that reached #1 on the Billboard Hot 100 |
| 31% | YOURADHERE | 10 | Words on an empty billboard, and a hint to how the answers to the starred clues were formed |
| 31% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 31% | CHEAPTHRILLS | 12 | 2016 Sia song that reached #1 on the Billboard Hot 100: 2 wds. |
| 31% | GODSPLAN | 8 | 2018 Drake track that debuted at #1 on the Billboard Hot 100: 2 wds. |
| 30% | CHER | 4 | Only artist to have a #1 hit on any Billboard chart in six consecutive decades |
| 30% | CRAZY | 5 | ___ Town, rap rock band whose highest-charting song "Butterfly" reached #1 on the Billboard Hot 100 |
| 30% | BILLIEEILISH | 12 | First artist born in the two-thousands to reach No. 1 on the Billboard Hot 100 (August, 2019) |
| 30% | LONDONBRIDGE | 12 | Fergie song that reached #1 on the Billboard Hot 100 in the summer of 2006: 2 wds. |
| 30% | PROMISCUOUS | 11 | Nelly Furtado/Timbaland song that reached #1 on the Billboard Hot 100 in the summer of 2006 |
| 30% | BLURREDLINES | 12 | 2013 Robin Thicke song that was #1 on the Billboard Hot 100 for 12 weeks: 2 wds. |
| 30% | INMYFEELINGS | 12 | Drake song that spent 10 weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 30% | OLIVIARODRIGO | 13 | Singer whose debut single "Drivers License" reached #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 30% | MARIAHCAREY | 11 | "Honey" singer who's had three songs debut at #1 on the Billboard Hot 100: 2 wds. |
| 30% | POPSONG | 7 | Listing on the Billboard Hot 100 |
| 29% | IGOTTAFEELING | 13 | 2009 Black Eyed Peas song that was #1 on the Billboard Hot 100 for 14 weeks: 3 wds. |