| 100% | SOBS | 4 | "Now He Sings, Now He ___" (Grammy Hall of Fame Award-winning single by Chick Corea) |
| 50% | 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. |
| 49% | 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% | MAIDEN | 6 | "___ Voyage," 1965 jazz album by Herbie Hancock that was presented with the Grammy Hall of Fame Award in 1999 |
| 45% | ETTA | 4 | Grammy Hall of Fame Award recipient James |
| 41% | JONIMITCHELL | 12 | Singer-songwriter in the Canadian Music Hall of Fame who won the 2001 Vocal Jazz Album of the Year Juno Award for "Both Sides Now" (2 wds.) |
| 41% | KENNYROGERS | 11 | Country Music Hall of Fame singer who's won the American Music Award for Favorite Country Single a record five times (2 wds.) |
| 39% | SPAHN | 5 | Hall of Fame pitcher Warren with the most wins by a lefty |
| 38% | NINE | 4 | Number of Grammy Awards won by 12-Down |
| 38% | TEN | 3 | Number of Grammy Awards won by Bonnie Raitt |
| 38% | TEN | 3 | Number of Grammy Awards won by Taylor Swift |
| 38% | TEN | 3 | Number of Grammy Awards won by Dolly Parton |
| 38% | LANE | 4 | "Penny ___," 1967 song by The Beatles which was inducted into the Grammy Hall of Fame in 2011 |
| 37% | SOUL | 4 | "Rubber ___," 1965 studio album by The Beatles which was inducted into the Grammy Hall of Fame in 2000 |
| 37% | MEET | 4 | "___ the Beatles!" 1964 album by The Beatles which was inducted into the Grammy Hall of Fame in 2001 |
| 37% | ABBEY | 5 | "___ Road," 1969 studio album by The Beatles which was inducted into the Grammy Hall of Fame in 1995 |
| 37% | FRANTARKENTON | 13 | Pro Football Hall of Fame quarterback who won the 1975 Bert Bell Award (2 wds.) |
| 37% | TERRYBRADSHAW | 13 | Pro Football Hall of Fame quarterback who won the 1978 Bert Bell Award (2 wds.) |
| 36% | TROYAIKMAN | 10 | Hall of Fame quarterback who won all three Super Bowls he started with the Dallas Cowboys (2 wds.) |
| 36% | TERRYBRADSHAW | 13 | Hall of Fame quarterback who won all four Super Bowls he started with the Pittsburgh Steelers (2 wds.) |
| 36% | DISRAELIGEARS | 13 | Grammy Hall of Fame album |
| 36% | AHUM | 4 | Mingus ___," 1959 jazz album by musician Charles Mingus that was inducted into the Grammy Hall of Fame in 2013: 2 wds. |
| 36% | JOEMONTANA | 10 | Hall of Fame quarterback who won all four Super Bowls he started with the San Francisco 49ers (2 wds.) |
| 36% | DAWNSTALEY | 10 | Basketball Hall of Fame inductee who won four Coach of the Year awards in 2020: 2 wds. |
| 35% | 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. |
| 35% | ROGERSTAUBACH | 13 | Pro Football Hall of Fame quarterback who won the 1971 Bert Bell Award (NFL Player of the Year) (2 wds.) |
| 35% | PORKANDBEANS | 12 | Single by 42-Across whose video won a Grammy Award for Best Music Video in 2009 (3 wds.) |
| 35% | LABELLE | 7 | Patti in the Grammy Hall of Fame |
| 35% | SINATRA | 7 | Nancy in the Grammy Hall of Fame |
| 34% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |