| 100% | ONESWEETDAY | 11 | 1995 Mariah Carey and Boyz II Men song that topped the charts for 16 weeks, the longest of the 1990s: 3 wds. |
| 53% | SWEETDAY | 8 | "One ___," a song by Mariah Carey and Boyz II Men, that was Billboard's most successful song of the 1990s: 2 wds. |
| 52% | OLDTOWNROAD | 11 | 2019 Lil Nas X song that topped the charts for 19 weeks, the longest of the 2010s: 3 wds. |
| 49% | IGOTTAFEELING | 13 | 2009 Black Eyed Peas song that topped the charts for 14 weeks, tied for the longest of the 2000s: 3 wds. |
| 46% | ONESWEETDAY | 11 | Song by 42-Across and Boyz II Men that spent a record 16 weeks at #1 in 1995-1996: 3 wds. |
| 42% | DAY | 3 | "One Sweet ___," song by Mariah Carey with Boyz II Men that was nominated for the Grammy for Record of the Year |
| 39% | ALLI | 4 | "___ Want For Christmas is You," song by Mariah Carey that topped the charts after 25 years of its release: 2 wds. |
| 34% | ONESWEETDAY | 11 | #1 hit for Mariah Carey and Boyz II Men |
| 34% | SEEYOUAGAIN | 11 | 2015 Wiz Khalifa rap song that topped the Hot 100 for a record-tying 12 weeks: 3 wds. |
| 33% | BOOMBOOMPOW | 11 | 2009 Black Eyed Peas rap song that topped the Hot 100 for a record-tying 12 weeks: 3 wds. |
| 33% | IMTHEONE | 8 | Song by DJ Khaled featuring Justin Bieber, Quavo, Chance the Rapper, and Lil Wayne that topped the Billboard Hot 100 for a week in 2017 (3 wds.) |
| 32% | DESPACITO | 9 | Song by Luis Fonsi and Daddy Yankee featuring Justin Bieber that topped the Billboard Hot 100 for 16 weeks in 2017 |
| 32% | ONE | 3 | "___ Sweet Day" (Mariah Carey and Boyz II Men song) |
| 32% | MARIAHCAREY | 11 | Singer who duetted with Boyz II Men on 1995's "One Sweet Day," a #1 hit for 16 weeks: 2 wds. |
| 31% | WESTSIDESTORY | 13 | 1961 Natalie Wood movie whose soundtrack topped the charts for 54 weeks: 3 wds. |
| 31% | SHAKEITOFF | 10 | The lead single from Taylor Swift's fifth album, that received 3 Grammy nominations, and stayed on the Hot 100 charts for 50 weeks: 3 wds. |
| 31% | ABOUTDAMNTIME | 13 | Lizzo song that won the People's Choice Award for Song of 2022: 3 wds. |
| 31% | FULL | 4 | "A Sky ___ of Stars," Coldplay's Grammy-nominated song that topped the charts in Italy and Portugal |
| 30% | IDONTNEED | 9 | "___ You" a song by Kenny Rogers produced by Lionel Richie, which spent several weeks at the top of various Billboard charts: 3 wds. |
| 30% | WHEN | 4 | "___ You Believe," song by Mariah Carey and Whitney Houston that was nominated for the Grammy for Best Pop Collaboration |
| 30% | ACEOFBASE | 9 | Starting in 1993, Swedish pop band with a song in the top 10 of the Billboard Hot 100 for 48 consecutive weeks: 3 wds. |
| 30% | INDUSTRYBABY | 12 | 2021 Lil Nas X and Jack Harlow song that was #1 on the Hot R&B/Hip-Hop charts for 18 weeks: 2 wds. |
| 30% | CASTLESMADEOF | 13 | "___ Sand," a song by Jimi Hendrix that is about the temporary nature of existence and how nothing can be taken for granted: 3 wds. |
| 30% | LOSEYOURSELF | 12 | 2002 Eminem rap song that topped the Hot 100 for a record-tying 12 weeks: 2 wds. |
| 30% | WEAREYOUNG | 10 | #1 fun. hit released in 2011 that won the Grammy for Song of the Year: 3 wds. |
| 29% | INTOTHEUNKNOWN | 14 | "Frozen II" song that was nominated for an Oscar for Best Original Song of 2019: 3 wds. |
| 29% | THEGITUP | 8 | Blanco Brown song that spent 12 weeks atop the Hot Country charts in 2019: 3 wds. |
| 29% | MEANTTOBE | 9 | Bebe Rexha song that spent 50 weeks atop the Hot Country charts in 2017-2018: 3 wds. |
| 29% | EDSHEERAN | 9 | English singer whose album "÷" and song "Shape of You" both topped the charts in 2017: 2 wds. |
| 29% | TEXASHOLDEM | 11 | 2024 Beyoncé #1 song that also topped the Hot Country charts: 3 wds. |