| 100% | ARIANA | 6 | With 38-Across, singer who released "Sweetener" in 2018 |
| 53% | CAREY | 5 | Singer Mariah who released her 15th studio album in 2018 |
| 51% | ADELE | 5 | Singer who released "21" in '11 |
| 51% | VANESSA | 7 | With 38-Across, "Powerless" actress who played Gabriella Montez in "High School Musical" |
| 50% | CYNDILAUPER | 11 | "Time After Time" singer who was honored with the "Billboard" Women in Music Icon Award in 2018 (2 wds.) |
| 50% | FREDDIE | 7 | With 38-Across, Queen lead singer played by Rami Malek in 16-Across/50-Across |
| 50% | WHEREDIDWEGO | 12 | With 38 Across, 57 Across' lament in 46 Across |
| 49% | CHRIS | 5 | With 38-Across, "I'm Comin' Over" singer who won the fourth season of "Nashville Star" |
| 49% | BERNARD | 7 | With 38-Across, boxer who won the WBA Super light heavyweight championship at 49 in 2014 |
| 49% | CARROLL | 7 | With 38-Across, "All in the Family" actor who played Archie Bunker |
| 49% | ANTHONY | 7 | With 38-Across, actor who played baseball's Jim Piersall in the 1957 biopic "Fear Strikes Out" |
| 48% | JEWEL | 5 | Singer who released her "Picking Up the Pieces" album in 2015 |
| 48% | DIDO | 4 | The English singer who released White Flag in 2003 |
| 47% | MICHAEL | 7 | With 40-Across, singer who played the Scarecrow in "The Wiz" |
| 47% | SERGIO | 6 | With 30-Across, golfer who won the 2017 sudden-death playoff in 38-Across |
| 47% | AVRILLAVIGNE | 12 | Canadian-born singer who released "Sk8er Boi" in 2002: 2 wds. |
| 47% | BLAKE | 5 | James ___, English singer who released the album "Assume Form" in 2019 |
| 46% | TONYBENNETT | 11 | 2018 AP Coach of the Year who shares his name with the singer of "I Left My Heart in San Francisco": 2 wds. |
| 46% | COREYHART | 9 | Canadian-born singer who released "Sunglasses at Night" in 1984: 2 wds. |
| 46% | ARIANA | 6 | ___ Grande, American singer who released the album "Thank U, Next" in 2019 |
| 46% | SOLANGE | 7 | American singer who released the album "When I Get Home" in 2019 |
| 46% | SANTINO | 7 | With 38-Across, "Tootsie" actor who won the 2019 Tony Award for Best Performance by a Leading Actor in a Musical |
| 46% | JUSTINBIEBER | 12 | Canadian-born singer who released "Boyfriend" in 2012: 2 wds. |
| 46% | YMA | 3 | Singer who appeared with Charlton in "Secret of the Incas" |
| 46% | DONMCLEAN | 9 | Singer who had a hit with American Pie in 1971 |
| 46% | TONIBASIL | 9 | Singer who had a global hit with Mickey in 1981 |
| 46% | SAMUELL | 7 | With 31-Across, actor who played Elijah Price, aka Mr. Glass, in 38-Across: 2 wds. |
| 46% | ANGELIQUE | 9 | With 20-Across, German tennis player who defeated Serena Williams in the 2018 Wimbledon final |
| 46% | NAOMI | 5 | With 42-Across, Japanese tennis player who defeated Serena Williams in the 2018 US Open |
| 46% | TAYLOR | 6 | With 48-Across, singer who had a #1 hit in 2015 with "Bad Blood" |