| 100% | IWILLSURVIVE | 12 | 1978 chart-topping breakup song from Gloria Gaynor: 3 wds. |
| 51% | ENDOFTHEROAD | 12 | 1992 chart-topping breakup song from Boyz II Men: 4 wds. |
| 44% | IRREPLACEABLE | 13 | 2006 chart-topping breakup song from Beyoncé |
| 43% | MARRYME | 7 | Song from Thomas Rhett's "Life Changes" album that topped the Country Airplay charts in 2018: 2 wds. |
| 43% | WEDONTTALK | 10 | With 36-Across, song from 16-Across that hit #1 on the Billboard charts: 3 wds. |
| 39% | HEARTBREAKER | 12 | 1978 Dolly Parton song from the eponymous album that topped the U.S. country singles chart |
| 39% | WHENDOVESCRY | 12 | Song from the album 28-Across that was the top-selling single of 1984 (3 wds.) |
| 38% | LETITGO | 7 | Oscar-winning song from "Frozen": 3 wds. |
| 37% | IWILLSURVIVE | 12 | 1979 Gloria Gaynor #1 song with the lyrics "Go on now, go, walk out the door" (3 wds.) |
| 37% | INMYLIFE | 8 | Beatles song from the album "Rubber Soul": 3 wds. |
| 37% | ROCKETMAN | 9 | Top 10 song from the 47-Across album "Honky Château" (2 wds.) |
| 36% | LETITGO | 7 | Song from "Frozen", which won a Grammy and an Academy Award: 3 wds. |
| 36% | ROCKYOURBODY | 12 | 2003 Justin Timberlake song from his debut album "Justified": 3 wds. |
| 35% | LETTERTOME | 10 | Song from the album "5th Gear" that was Brad Paisley's sixth consecutive #1 hit on the "Billboard" Hot Country Songs chart (3 wds.) |
| 35% | IHAVENOTHING | 12 | Oscar-nominated Whitney Houston song from the soundtrack of 14-Across: 3 wds. |
| 35% | STELMOSFIRE | 11 | "Possessive" #1 John Parr song from 1985: 3 wds. |
| 35% | BADGUY | 6 | Billie Eilish song that topped the charts: 2 wds. |
| 35% | GIVEMESTRENGTH | 14 | Song from 19a that was previously unreleased, although it has been performed live occasionally: 3 wds. |
| 35% | GETITTOGETHER | 13 | Song from Drake's 2017 playlist, "More Life", featuring Black Coffee and Jorja Smith: 3 wds. |
| 35% | SHAKEITOFF | 10 | Song from Taylor Swift's "1989" whose video includes twerking, ballet, and break dancing: 3 wds. |
| 35% | UNFORGETTABLE | 13 | Song from Thomas Rhett's "Life Changes" album that topped the Country Airplay charts in 2017 |
| 35% | SIXTEEN | 7 | Song from Thomas Rhett's "Life Changes" album that topped the Country Airplay charts in 2019 |
| 35% | ALLSUMMERLONG | 13 | Grammy-nominated Kid Rock song from his album "Rock N Roll Jesus": 3 wds. |
| 34% | NOBODYGETSME | 12 | SZA breakup ballad that was a top 10 hit from "SOS": 3 wds. |
| 34% | DONOTDISTURB | 12 | Song from Drake's 2017 playlist, "More Life", where he reveals his struggles in daily life: 3 wds. |
| 34% | FEELGOOD | 8 | "Dr. ___," titular song from Motley Crue's fifth studio album which topped the Billboard 200 chart |
| 33% | FAKELOVE | 8 | Top 10 Drake song about insincere people, from his 2017 playlist "More Life": 2 wds. |
| 33% | CROCODILEROCK | 13 | Top 10 song from the 47-Across album "Don't Shoot Me I'm Only the Piano Player" (2 wds.) |
| 33% | ANNAKENDRICK | 12 | Actress who had a song from "Pitch Perfect" chart on the Billboard Hot 100 in 2013: 2 wds. |
| 33% | ANNEHATHAWAY | 12 | Actress who had a song from "Les Misérables" chart on the Billboard Hot 100 in 2013: 2 wds. |