| 100% | LILNASX | 7 | 14-Across, 21-Across, and 34-Across singer who was included in the "Forbes" 30 Under 30 list in 2020 (3 wds.) |
| 43% | MARVINGAYE | 10 | 14-Across and 45-Across singer who was inducted into the Rock and Roll Hall of Fame in 1987 (2 wds.) |
| 43% | MORGANWALLEN | 12 | 15-Across, 38-Across, and "7 Summers" singer who won the iHeartRadio Music Awards Best New Country Artist in 2020 (2 wds.) |
| 42% | BILLYIDOL | 9 | 15-Across, 21-Across, and 34-Across singer who turns 65 on November 30 (2 wds.) |
| 42% | FIONAAPPLE | 10 | 18-Across, 25-Across, and 38-Across singer who released her fifth studio album "Fetch the Boltcutters" in 2020 (2 wds.) |
| 41% | SOLANGEKNOWLES | 14 | 12-Across and 28-Across singer who was the first recipient of the "Billboard" Women in Music Impact Award (2 wds.) |
| 40% | MARENMORRIS | 11 | 1-Across, 12-Across, 27-Across, and 50-Across country/pop singer who was named Female Vocalist of the Year by the Country Music Association in 2020 (2 wds.) |
| 40% | DIANAROSS | 9 | 15-Across, 21-Across, and 40-Across singer who digitally released her new remix collection "Supertonic: Mixes" in 2020 (2 wds.) |
| 40% | ANDRAECROUCH | 12 | "Soon and Very Soon" singer who was inducted into the Gospel Music Hall of Fame in 1998: 2 wds. |
| 40% | DOJACAT | 7 | 13-Across, 19-Across, and 38-Across singer who was named New Artist of the Year at the 2020 American Music Awards (2 wds.) |
| 40% | ANSELELGORT | 11 | "The Fault in Our Stars" actor who is also a singer and DJ who plays under the name "Ansolo": 2 wds. |
| 40% | SELENAGOMEZ | 11 | 18-Across and 30-Across singer who plays Mabel Mora on "Only Murders in the Building" (2 wds.) |
| 40% | RALPHELLISON | 12 | 14-Across and 28-Across novelist who was awarded the National Medal of Arts in 1985 (2 wds.) |
| 39% | JASONALDEAN | 11 | 17-Across and 30-Across country singer who was named ACM's Artist of the Decade for the 2010s (2 wds.) |
| 39% | BINGCROSBY | 10 | Singer/actor who starred in 16-Across and the 1954 film 34-Across (2 wds.) |
| 39% | LEWISHAMILTON | 13 | Formula one pro who races for Mercedes AMG Petronas, and is #10 on Forbes list of the highest-paid athletes in 2017: 2 wds. |
| 38% | STEVEMILLER | 11 | "Fly Like an Eagle" singer who was voted into the Songwriters Hall of Fame in 2020: 2 wds. |
| 38% | PAULMCCARTNEY | 13 | Singer and bass guitarist for the Beatles who was knighted in 1997: 2 wds. |
| 38% | LADYGAGA | 8 | Singer of 15-Across, 9-Down, and 22-Down who will appear in the 2018 remake of "A Star Is Born" (2 wds.) |
| 38% | SMOKEYROBINSON | 14 | 42-Across singer/songwriter who was inducted into the Rock and Roll Hall of Fame in 1987 (2 wds.) |
| 38% | ANNIELENNOX | 11 | "Sweet Dreams (Are Made of This)" singer who was voted into the Songwriters Hall of Fame in 2020: 2 wds. |
| 38% | MIAWASIKOWSKA | 13 | Actress who played the daughter of 14- and 32-Across in "The Kids Are All Right": 2 wds. |
| 37% | ERICCLAPTON | 11 | "Layla" guitarist and singer who was inducted into the Rock and Roll Hall of Fame in 2000: 2 wds. |
| 37% | TONESANDI | 9 | Australian singer whose "Dance Monkey" was the #2 song on Spotify in 2020: 3 wds. |
| 37% | PONCEDELEON | 11 | Explorer who in 1513 became the first European to set foot in 14-Across, and gave the state its name: 3 wds. |
| 37% | LINDARONSTADT | 13 | "You're No Good" singer who was inducted into the Rock and Roll Hall of Fame in 2014: 2 wds. |
| 37% | JENNIFERLOPEZ | 13 | "If You Had My Love" singer who was honored with the "Billboard" Women in Music Icon Award in 2020 (2 wds.) |
| 37% | DAVIDGILMOUR | 12 | "On an Island" guitarist and singer who was inducted into the Rock and Roll Hall of Fame in 1996: 2 wds. |
| 37% | JENNIFERLOPEZ | 13 | "Let's Get Loud" singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds. |
| 36% | ROBGRONKOWSKI | 13 | Former Patriots and Buccaneers tight end who was the White Tiger on season 3 of "The Masked Singer": 2 wds. |