| 100% | MANOFLAMANCHA | 13 | "The Impossible Dream" show that won the 1966 Tony for Best Musical (4 wds.) |
| 75% | DAMNYANKEES | 11 | "Whatever Lola Wants" show that won the 1956 Tony for Best Musical (2 wds.) |
| 74% | ACHORUSLINE | 11 | "What I Did for Love" show that won the 1976 Tony for Best Musical (3 wds.) |
| 70% | KISSMEKATE | 10 | 1948 Broadway show, with music and lyrics by 41-Across, that won the first Tony for Best Musical: 3 wds. |
| 64% | KISSMEKATE | 10 | 1948 show with music and lyrics by 39-Across that won the first Tony Award for Best Musical (3 wds.) |
| 62% | KISSMEKATE | 10 | Cole Porter show that won the 1949 Tony Award for Best Musical |
| 56% | BOBMACKIE | 9 | "The Cher Show" costumer who won the 2019 Tony Award for Best Costume Design in a Musical (2 wds.) |
| 55% | HELLODOLLY | 10 | Broadway show for which 30-Across won the 1964 Tony Award for Best Actress in a Musical (2 wds.) |
| 54% | BARNUM | 6 | Show for which Jim Dale won the 1980 Tony for Best Actor in a Musical |
| 54% | ANYTHINGGOES | 12 | 1934 show with music and lyrics by 39-Across whose 1987 and 2011 revivals both won the Tony Award for Best Revival of a Musical (2 wds.) |
| 51% | NEWKIDINTOWN | 12 | 1976 Eagles song that won the Best Arrangement for Voices Grammy in 1977: 4 wds. |
| 51% | HADESTOWN | 9 | Anaïs Mitchell work based on Orpheus and Eurydice that won the 2019 Tony Award for Best Musical |
| 49% | ALWAYSONMYMIND | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1983: 4 wds. |
| 49% | ONTHEROADAGAIN | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1981: 4 wds. |
| 48% | KATRINALENK | 11 | 30-Across singer/actress who won the 2018 Tony Award for Best Actress in a Musical (2 wds.) |
| 48% | THEFOGOFWAR | 11 | Documentary film based on Robert S. McNamara that won the Oscar for Best Documentary Feature in 2003: 4 wds. |
| 48% | GREENBOOK | 9 | American comedy-drama film that won the 2019 Golden Globe Award for Best Motion Picture - Musical or Comedy: 2 wds. |
| 47% | BROKENHALOS | 11 | Chris Stapleton single that won the 2018 Grammy for Best Country Song: 2 wds. |
| 47% | HUMBLEANDKIND | 13 | Tim McGraw single that won the 2017 Grammy for Best Country Song: 3 wds. |
| 47% | SPACECOWBOY | 11 | Kacey Musgraves single that won the 2019 Grammy for Best Country Song: 2 wds. |
| 47% | DANNYBURSTEIN | 13 | "Moulin Rouge!" actor who won the 2020 Tony Award for Best Performance by a Featured Actor in a Musical (2 wds.) |
| 47% | DONTLETMEDOWN | 13 | The Chainsmokers song that won the 2017 Grammy Award for Best Dance Recording (4 wds.) |
| 47% | THEBANDSVISIT | 13 | Broadway show by 40-Across starring 18-Across and Tony Shalhoub that won 10 2018 Tony Awards, including Best Musical (3 wds.) |
| 46% | SPACECOWBOY | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Song (2 wds.) |
| 46% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 46% | STAYHIGH | 8 | Brittany Howard song that won the Grammy Award for Best Rock Song in 2021: 2 wds. |
| 45% | JONATHANGROFF | 13 | "Frozen" voice actor who won the 2024 Best Leading Actor in a Musical Tony for "Merrily We Roll Along": 2 wds. |
| 45% | FROMTHEFIRES | 12 | Greta Van Fleet album that won the Grammy Award for Best Rock Album in 2019 (3 wds.) |
| 45% | THISLAND | 8 | Gary Clark Jr. song that won the Grammy Award for Best Rock Song in 2020: 2 wds. |
| 45% | SEASONS | 7 | "A Man for All ___," 1966 British film starring Paul Scofield that won the Academy Award for Best Picture |