| 100% | WEAREYOUNG | 10 | #1 fun. hit released in 2011 that won the Grammy for Song of the Year: 3 wds. |
| 55% | TAKE | 4 | "Every Breath You ___," song performed by the Police that won the Grammy for Song of the Year in 1984 |
| 55% | BEAT | 4 | "___ It," song from 14a that won the Grammy for Record of the Year in 1984 |
| 54% | HELLO | 5 | Hit song by Adele that won 3 Grammy awards including Record of the Year in 2017 |
| 54% | BADGUY | 6 | 2019 song by Billie Eilish that won the Grammy Award for Record of the Year in 2020: 2 wds. |
| 53% | BEAT | 4 | "___ It," a hit single from Michael Jackson's album in 16a that won a Grammy for "Record of the Year" |
| 53% | WEAREYOUNG | 10 | Fun (featuring Janelle Monáe) song that won the 2012 Song of the Year Grammy (3 wds.) |
| 53% | ROLLING | 7 | "___ in the Deep," hit song by Adele that won 3 Grammy awards including Record of the Year in 2012 |
| 52% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |
| 51% | HIGHERLOVE | 10 | 1986 #1 hit for 30-Across, which won the Grammy for Record of the Year: 2 wds. |
| 51% | FIREWORK | 8 | Hit song by Katy Perry that was nominated for a Grammy for Record of the Year in 2012 |
| 51% | ALWAYSONMYMIND | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1983: 4 wds. |
| 51% | ONTHEROADAGAIN | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1981: 4 wds. |
| 50% | ROLLWITHIT | 10 | 1988 #1 hit for 30-Across, which was nominated for the Grammy for Record of the Year: 3 wds. |
| 49% | VOLARE | 6 | 1958 hit that won the first-ever Grammy for Song of the Year |
| 49% | ROSANNA | 7 | Toto hit song that won the 1982 Grammy for Record of the Year |
| 49% | THRILLER | 8 | Album by Michael Jackson and Quincy Jones that won the Grammy for Album of the Year in 1984 |
| 48% | YOUMIGHTTHINK | 13 | 1984 hit by the Cars that won the first MTV Video of the Year: 3 wds |
| 48% | BAD | 3 | With 7-Down, Billie Eilish hit that won the 2020 Grammy for Song of the Year |
| 48% | THIS | 4 | "___ is America," hit song by Childish Gambino which won the Grammy for Record of the Year |
| 48% | STAYWITHME | 10 | Sam Smith song that won the 2014 Song of the Year Grammy (3 wds.) |
| 48% | ZACBROWNBAND | 12 | American country music band with the hit song "Colder Weather", that won the 2010 Grammy for Best New Artist: 3 wds. |
| 47% | CAROLEKING | 10 | "You've Got a Friend" singer/pianist who was the first woman to win a Grammy for Song of the Year (2 wds.) |
| 47% | DION | 4 | Celine ___, singer whose song "My Heart Will Go On" won the Grammy for Record of the Year in 1999 |
| 46% | 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. |
| 46% | LETSMAKELOVE | 12 | Duet by Faith Hill and Tim McGraw, released in 2000, that won the couple a Grammy for Best Country Collaboration with Vocals: 3 wds. |
| 46% | NEEDYOUNOW | 10 | 2011 Grammy Song of the Year by Lady Antebellum: 3 wds. |
| 46% | DIDNT | 5 | "___ We Almost Have It All," number-one hit by Whitney Houston that received a Grammy nomination for Song of the Year in 1988 |
| 45% | YOU | 3 | "Someone like ___," hit song by Adele that won the Grammy for Best Pop Solo Performance in 2012 |
| 44% | THATSWHATILIKE | 14 | Bruno Mars song that won the 2018 Song of the Year Grammy (4 wds.) |