| 100% | SPRINGS | 7 | "Silver ___," 1976 song by Fleetwood Mac that was nominated for a Grammy Award for Best Pop Performance |
| 65% | BETTERNOW | 9 | Top 10 song by 42-Across that was nominated for a Best Pop Solo Performance Grammy Award (2 wds.) |
| 65% | HERO | 4 | Hit song by Mariah Carey that was nominated for a Grammy for Best Female Pop Vocal Performance in 1995 |
| 53% | INDUSTRYBABY | 12 | 2021 #1 song by Lil Nas X and 36-Across that was nominated for a Best Melodic Rap Performance Grammy Award and won three MTV Video Music Awards (2 wds.) |
| 52% | BABY | 4 | "Always Be My ___," song by Mariah Carey that was nominated for the Grammy for Best Female R&B Performance |
| 51% | NIGHTFALL | 9 | 2020 album by 33-Across that was nominated for a Best Country Album Grammy Award |
| 51% | HERO | 4 | 2016 album by 44-Across that was nominated for a Best Country Album Grammy Award |
| 50% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 49% | ADORE | 5 | "___ You," hit song by Harry Styles which was nominated for a Grammy award |
| 49% | RAPGOD | 6 | 37-Across song that was nominated for the 2015 Best Rap Performance Grammy Award (2 wds.) |
| 48% | STILL | 5 | "You're ___ the One," 1998 song by Shania Twain that was nominated for four Grammy Awards |
| 48% | NEEDTOKNOW | 10 | Hit single by 50-Across that was nominated for Best Melodic Rap Performance at the 2022 Grammy Awards (3 wds.) |
| 48% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |
| 48% | FIREWORK | 8 | Hit song by Katy Perry that was nominated for a Grammy for Record of the Year in 2012 |
| 48% | CHANGE | 6 | "What I Cannot ___," 2008 LeAnn Rimes song that was nominated for a Grammy Award |
| 47% | CON | 3 | "___ Calma," reggaeton song by Daddy Yankee that was nominated for a Latin Grammy in 2019 |
| 47% | LIVINGHISTORY | 13 | Memoir by 31-Across whose audiobook version was nominated for a Grammy Award for Best Spoken Word Album (2 wds.) |
| 47% | MAKING | 6 | "___ a Fire," song by Foo Fighters that won the Grammy Award for Best Rock Performance in 2022 |
| 47% | MIDDLECHILD | 11 | J. Cole single from the album "Revenge of the Dreamers III" that was nominated for a Best Rap Performance Grammy Award in 2020 (2 wds.) |
| 47% | ONTHEROADAGAIN | 14 | Song by 30-Across/33-Across that won a Grammy Award for Best Country Song and was inducted into the Grammy Hall of Fame (4 wds.) |
| 46% | BETTERMAN | 9 | 2016 song written by Taylor Swift and performed by 33-Across that won a Grammy Award for Best Country Duo/Group Performance (2 wds.) |
| 46% | MORE | 4 | "Kiss Me ___," song by Doja Cat ft. SZA that won the Grammy Award for the Best Pop Duo/Group Performance in 2022 |
| 46% | TRUTH | 5 | "___ Hurts," song by Lizzo that won the Grammy Award for Best Pop Solo Performance in 2020 |
| 46% | DANCEINTHE | 10 | "___ Dark," a 2010 song by Lady Gaga which was nominated for "Best Dance Recording" at the 53rd Grammy Awards: 3 wds |
| 45% | WHEN | 4 | "___ You Believe," song by Mariah Carey and Whitney Houston that was nominated for the Grammy for Best Pop Collaboration |
| 45% | HEYMAMA | 7 | 2004 song by the Black Eyed Peas that was nominated for a Grammy for Best Rap Song: 2 wds. |
| 45% | WAITRESS | 8 | Broadway musical written by 31-Across that was nominated for four Tony Awards and a Grammy Award |
| 45% | VICTORYLAP | 10 | 2018 studio album by 29-Across that was nominated for a Best Rap Album Grammy (2 wds.) |
| 44% | MYFAITHINYOU | 12 | "If I Ever Lose ___," single that won Sting a Grammy Award for Best Pop Vocal Performance (Male) in 1994: 4 wds. |
| 44% | TRUTHHURTS | 10 | Viral 46-Across song that won the 2020 Grammy Award for Best Pop Solo Performance (2 wds.) |