| 100% | ROLLING | 7 | With 18-Across, Adele single from the album "21" that won the Grammy Award for Record of the Year for 2011 |
| 62% | HELLO | 5 | 2015 song by Adele that won the Grammy Award for Record of the Year |
| 55% | BADGUY | 6 | 2019 song by Billie Eilish that won the Grammy Award for Record of the Year in 2020: 2 wds. |
| 54% | HELLO | 5 | Hit song by Adele that won 3 Grammy awards including Record of the Year in 2017 |
| 53% | ROLLING | 7 | "___ in the Deep," hit song by Adele that won 3 Grammy awards including Record of the Year in 2012 |
| 52% | BEAT | 4 | "___ It," a hit single from Michael Jackson's album in 16a that won a Grammy for "Record of the Year" |
| 52% | ASLEEP | 6 | "When We All Fall ___, Where Do We Go?," studio album by Billie Eilish that won the Grammy Award for Album of the Year in 2020 |
| 52% | LUKASGRAHAM | 11 | Danish pop and soul band with the hit single "7 Years", that was nominated for Record of the Year in the 2017 Grammy Awards : 2 wds. |
| 52% | LEAVETHE | 8 | With 32-Across, Silk Sonic single that won the 2022 Grammy for Song of the Year: 2 wds. |
| 51% | PERCYFAITH | 10 | Bandleader/orchestrator whose instrumental version of "Theme from 'A Summer Place'" won a Grammy Award for Record of the Year in 1961 (2 wds.) |
| 49% | ROSANNA | 7 | Toto hit song that won the 1982 Grammy for Record of the Year |
| 49% | LEAVE | 5 | "___ the Door Open," song by Silk Sonic that won the Grammy Award for Song of the Year in 2022 |
| 49% | BEAT | 4 | "___ It," song from 14a that won the Grammy for Record of the Year in 1984 |
| 48% | JON | 3 | ___ Batiste, "We Are" singer who won the Grammy Award for Album of the Year in 2022 |
| 48% | BAD | 3 | With 7-Down, Billie Eilish hit that won the 2020 Grammy for Song of the Year |
| 48% | BABEL | 5 | 2012 Mumford & Sons album that won the 2013 Grammy for Album of the Year |
| 48% | JUICE | 5 | Song from 46-Across's album "Cuz I Love You" that won the 2019 Soul Train Music Award for Video of the Year |
| 47% | HELLO | 5 | Adele hit that won Grammys for Song and Record of the Year |
| 47% | HELLO | 5 | Adele song that won the 2016 Record of the Year and Song of the Year Grammy Awards |
| 47% | ABOUTDAMNTIME | 13 | 2022 Lizzo hit single that won a Grammy for Record of the Year (3 wds.) |
| 47% | JUSTLIKETHAT | 12 | Bonnie Raitt single that won the 2023 Grammy for Song of the Year: 3 wds. |
| 47% | ICANTBREATHE | 12 | H.E.R. single that won the 2021 Grammy for Song of the Year: 3 wds. |
| 47% | HELLO | 5 | Adele song that won Record of the Year and Song of the Year Grammy Awards |
| 46% | KILLINTIME | 10 | Album by 45-Across featuring the singles 18-Across and 26-Across that won the 1989 Album of the Year Academy of Country Music Award (2 wds.) |
| 46% | BILLIE | 6 | ___ Eilish, "Bad Guy" singer who was 18 when she won the 2020 Grammy for Record of the Year |
| 46% | SAM | 3 | ___ Smith, "Stay With Me" singer who was 22 when they won the 2015 Grammy for Record of the Year |
| 46% | TAYLORSWIFT | 11 | Singer-songwriter whose "1989" won 2016's Grammy Award for Album of the Year (2 wds.) |
| 46% | 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.) |
| 44% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 44% | MELODRAMA | 9 | 2017 album by 53-Across that received a Grammy Award nomination for Album of the Year |