| 100% | 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.) |
| 60% | 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.) |
| 49% | AHUM | 4 | Mingus ___," 1959 jazz album by musician Charles Mingus that was inducted into the Grammy Hall of Fame in 2013: 2 wds. |
| 49% | DONTBECRUEL | 11 | Elvis Presley's song of 1956 written by Otis Blackwell which was inducted into the Grammy Hall of Fame in 2002: 3 wds. |
| 48% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 48% | CHAINOFFOOLS | 12 | Aretha Franklin's 1967 single that won her a Grammy for Best Female R&B Vocal Performance and later a Grammy Hall Of Fame Award: 3 wds. |
| 48% | 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.) |
| 47% | YOULLTHINKOFME | 14 | First song by 49-Across to win the Grammy Award for Best Male Country Vocal Performance (4 wds.) |
| 47% | SPACECOWBOY | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Song (2 wds.) |
| 47% | DANCING | 7 | "___ Queen," 1976 ABBA song that was inducted into the Grammy Hall of Fame in 2015 |
| 46% | IHOPEYOUDANCE | 13 | Song by 29-Across/32-Across that won the Best Country Song Grammy Award in 2001 (4 wds.) |
| 46% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 45% | OPERA | 5 | "A Night at the ___," one of Queen's best selling albums which is inducted into the Grammy Hall of Fame |
| 44% | GILSCOTTHERON | 13 | Jazz poet who will be inducted into the Rock and Roll Hall of Fame as a recipient of the Early Influence Award (2 wds.) |
| 44% | RANDYRHOADS | 11 | Quiet Riot guitarist who will be inducted into the Rock and Roll Hall of Fame as a recipient of the Musical Excellence Award (2 wds.) |
| 44% | CCSABATHIA | 10 | Yankees starting pitcher and 2007 AL Cy Young Award winner being inducted into the Baseball Hall of Fame this weekend: 3 wds. |
| 44% | ALWAYSONMYMIND | 14 | Album by 30-Across/33-Across that was the "Billboard" #1 country album of the year for 1982 (4 wds.) |
| 44% | WALKLIKEAMAN | 12 | No. 1 song by 30-Across that's included in the Rock & Roll Hall of Fame's list of "Songs That Shaped Rock and Roll" (4 wds.) |
| 43% | BUDFOWLER | 9 | Earliest known African-American to play for a professional baseball team who was inducted into the Baseball Hall of Fame in 2022 (2 wds.) |
| 43% | ALWAYSONMYMIND | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1983: 4 wds. |
| 43% | ONTHEROADAGAIN | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1981: 4 wds. |
| 43% | BETTERNOW | 9 | Top 10 song by 42-Across that was nominated for a Best Pop Solo Performance Grammy Award (2 wds.) |
| 43% | NIGHTFALL | 9 | 2020 album by 33-Across that was nominated for a Best Country Album Grammy Award |
| 42% | 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. |
| 42% | ELO | 3 | Band led by Jeff Lynne that was inducted into the Rock and Roll Hall of Fame |
| 42% | BUTTERFLIES | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Solo Performance |
| 42% | MEET | 4 | "___ the Beatles!" 1964 album by The Beatles which was inducted into the Grammy Hall of Fame in 2001 |
| 42% | LINDARONSTADT | 13 | "You're No Good" singer who was inducted into the Rock and Roll Hall of Fame in 2014: 2 wds. |
| 42% | DEIONSANDERS | 12 | A cornerback who played for the Baltimore Ravens, who was inducted into the Hall of Fame in 2011: 2 wds |
| 42% | SOUL | 4 | "Rubber ___," 1965 studio album by The Beatles which was inducted into the Grammy Hall of Fame in 2000 |