| 100% | ONESWEETDAY | 11 | Song by 42-Across and Boyz II Men that spent a record 16 weeks at #1 in 1995-1996: 3 wds. |
| 47% | ONESWEETDAY | 11 | 1995 Mariah Carey and Boyz II Men song that topped the charts for 16 weeks, the longest of the 1990s: 3 wds. |
| 38% | 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.) |
| 38% | SWEETDAY | 8 | "One ___," a song by Mariah Carey and Boyz II Men, that was Billboard's most successful song of the 1990s: 2 wds. |
| 37% | LIGHTMYFIRE | 11 | Song by "The Doors," from an album released in January 1967 which spent three weeks at number 1 on Billboard Hot 100: 3 wds. |
| 37% | MARIAHCAREY | 11 | Singer who duetted with Boyz II Men on 1995's "One Sweet Day," a #1 hit for 16 weeks: 2 wds. |
| 36% | WALKONBY | 8 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 3 wds. |
| 36% | IFALLAPART | 10 | Song by 42-Across that became a hit after a live-performance video went viral in 2017 (3 wds.) |
| 34% | 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.) |
| 34% | CRADLEOFLOVE | 12 | 42-Across hit song that was covered by Alvin and the Chipmunks in 1991 (3 wds.) |
| 34% | ABARSONGTIPSY | 13 | 2024 Shaboozey hit that spent a record 25 weeks at #1 on the Canadian Hot 100: 4 wds. |
| 33% | INMYFEELINGS | 12 | 49-Across song that spent 10 weeks at #1 on the "Billboard" Hot 100 in 2018 (3 wds.) |
| 32% | THELOSTWORLD | 12 | Michael Crichton novel that spent eight weeks at #1 on the New York Times Best Seller list in 1995 (3 wds.) |
| 32% | INMYFEELINGS | 12 | Drake song that spent 10 weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 31% | REACHOUTFORME | 13 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 4 wds. |
| 31% | EASYONME | 8 | Adele hit that spent 10 weeks at #1 in 2021-2022: 3 wds. |
| 31% | STUCKWITHU | 10 | Single by Ariana Grande and 29-Across that debuted at No. 1 on the "Billboard" Top 100 in 2020 (3 wds.) |
| 31% | MEANTTOBE | 9 | 2017 Bebe Rexha song that spent 50 weeks atop the Hot Country Songs chart, a record: 3 wds. |
| 31% | FAMILYAFFAIR | 12 | 28-Across song that spent six weeks at #1 on the Billboard Hot 100 in 2001 (2 wds.) |
| 30% | HEADOVERHEELS | 13 | 1985 Top 10 song by 42-Across that begins, "I wanted to be with you alone / And talk about the weather" (3 wds.) |
| 29% | 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. |
| 29% | GIRLSLIKEYOU | 12 | Maroon 5 song featuring Cardi B that spent seven weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 29% | TOOMANYRIVERS | 13 | Song by 17-Across covered by 40-Across that was a hit for Brenda Lee in the 1960s (3 wds.) |
| 29% | SHAPEOFYOU | 10 | 2017 Ed Sheeran hit that spent 33 weeks in the Top 10, tied for the record: 3 wds. |
| 29% | LEANONME | 8 | Song that was a #1 hit for Bill Withers in 1972 and for Club Nouveau in 1987: 3 wds. |
| 29% | SHAPEOFYOU | 10 | 2017 song by Ed Sheeran that debuted at number 1 on the U.K. singles chart: 3 wds. |
| 29% | ABARSONG | 8 | Shaboozey hit, subtitled "Tipsy," that spent 19 weeks at #1 in 2024: 3 wds. |
| 29% | THISISAMERICA | 13 | Donald Glover (as Childish Gambino) song that spent two weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 29% | HEYJUDE | 7 | Beatles' song that spent nine weeks at No. 1 in 1968 |
| 29% | IGOTTAFEELING | 13 | 2009 Black Eyed Peas hit that spent 16 weeks at #1 on the Canadian Hot 100: 3 wds. |