| 100% | WESTSIDESTORY | 13 | 1961 Bernstein/Sondheim musical that won 10 Academy Awards: 3 wds. |
| 48% | THEBANDSVISIT | 13 | Broadway show by 40-Across starring 18-Across and Tony Shalhoub that won 10 2018 Tony Awards, including Best Musical (3 wds.) |
| 43% | WESTSIDESTORY | 13 | 1961 musical film starring Rita Moreno and Natalie Wood that won 10 Oscars (3 wds.) |
| 39% | KISSMEKATE | 10 | 1948 show with music and lyrics by 39-Across that won the first Tony Award for Best Musical (3 wds.) |
| 39% | AHARDDAYS | 9 | "___ Night," a musical comedy film starring the Beatles that won 31-Across an Academy Award for scoring of music: 3 wds. |
| 38% | WESTSIDESTORY | 13 | 1961 movie musical about rival street gangs that won an Oscar for Best Picture: 3 wds. |
| 38% | ABOUTDAMNTIME | 13 | Lizzo song that won the People's Choice Award for Song of 2022: 3 wds. |
| 36% | ANDTHECITY | 10 | "Sex ___," American television show that won the Primetime Emmy Award for Outstanding Comedy Series in 2001: 3 wds. |
| 35% | GREENBOOK | 9 | American comedy-drama film that won the 2019 Golden Globe Award for Best Motion Picture - Musical or Comedy: 2 wds. |
| 35% | KISSMEKATE | 10 | 1948 Broadway show, with music and lyrics by 41-Across, that won the first Tony for Best Musical: 3 wds. |
| 35% | ASONG | 5 | "Sunrise: ___ of Two Humans," 1927 silent romantic drama that won the first Academy Award for Best Cinematography in 1929: 2 wds. |
| 34% | OLDDOMINION | 11 | "Written in the Sand" band that won Vocal Group of the Year at the 2018 Academy of Country Music Awards: 2 wds. |
| 34% | BEFORETHEFALL | 13 | Noah Hawley novel that won the 2017 Edgar Award for Best Novel (3 wds.) |
| 34% | THELOCKARTIST | 13 | Steve Hamilton novel that won the 2011 Edgar Award for Best Novel (3 wds.) |
| 34% | EVAN | 4 | "Dear ___ Hansen" (Broadway musical that won six 2017 Tony Awards) |
| 34% | XANADU | 6 | Movie musical that won the first Worst Director Razzie Award |
| 34% | KNOWINGYOU | 10 | Top 10 single that 30-Across performed at the Academy of Country Music Awards ceremony in 2021 (2 wds.) |
| 34% | THEROUNDHOUSE | 13 | Louise Erdrich novel that won the National Book Award for Fiction in 2012 (3 wds.) |
| 34% | LORDOFMISRULE | 13 | Jaimy Gordon novel that won the National Book Award for Fiction in 2010 (3 wds.) |
| 34% | THEECHOMAKER | 12 | 2006 novel by 32-Across that won the National Book Award for Fiction (3 wds.) |
| 34% | THEROUNDHOUSE | 13 | 2012 Novel by 44-Across that won a National Book Award for Fiction (3 wds.) |
| 34% | RUNTHISTOWN | 11 | 2009 single from Jay-Z, featuring Rihanna and Kanye West, that won the trio many awards, including two Grammys and an Emmy : 3 wds. |
| 33% | THELASTMETRO | 12 | 1980 Truffaut film that won 10 César awards |
| 33% | GANDHI | 6 | 1982 film that won eight Academy Awards |
| 33% | ACHORUSLINE | 11 | "What I Did for Love" show that won the 1976 Tony for Best Musical (3 wds.) |
| 33% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 33% | BREAKMYSOUL | 11 | Beyonce #1 hit that won the 2023 BET Viewer's Choice Award: 3 wds. |
| 33% | BETTERCALLSAUL | 14 | AMC "Breaking Bad" prequel that won a Peabody Award in 2023: 3 wds. |
| 33% | RULEOFWOLVES | 12 | Novel by 40-Across that won the 2021 Goodreads Choice Award for Young Adult Fantasy (3 wds.) |
| 33% | MYCOUSINVINNY | 13 | 1992 courtroom comedy for which 18-Across won an Academy Award: 3 wds. |