| 100% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer-songwriter whose seventh studio album, "Eternal Sunshine," was released in 2024 (2 wds.) |
| 60% | NORAHJONES | 10 | "Don't Know Why," 16-Across, 28-Across, and 35-Across singer whose ninth studio album was released in 2024 (2 wds.) |
| 59% | SHERYLCROW | 10 | Rock & Roll Hall of Fame singer of 14-Across and 38-Across whose 12th studio album, "Evolution," was released in 2024 (2 wds.) |
| 52% | MEGHANTRAINOR | 13 | 18-Across, 40-Across, and "All About That Bass" singer who released her sixth studio album, "Timeless," in 2024 (2 wds.) |
| 50% | SARABAREILLES | 13 | 15-Across and 49-Across singer/songwriter whose new album "Amidst the Chaos" was released this month (2 wds.) |
| 46% | FIONAAPPLE | 10 | 18-Across, 25-Across, and 38-Across singer who released her fifth studio album "Fetch the Boltcutters" in 2020 (2 wds.) |
| 46% | THEBLACKKEYS | 12 | Rock duo of Dan Auerbach and Patrick Carney whose 10th studio album, "Delta Kream," was released in 2021 (3 wds.) |
| 45% | ELTONJOHN | 9 | Singer/pianist whose "Goodbye Yellow Brick Road" album was released in 1973 (2 wds.) |
| 44% | LENAHORNE | 9 | Singer and civil rights activist whose commemorative U.S. postage stamp was released in 2018 (2 wds.) |
| 44% | NEILYOUNG | 9 | Singer/guitarist whose "Time Fades Away" album was released in 1973 (2 wds.) |
| 44% | EDSHEERAN | 9 | 15-Across, 28-Across, and 35-Across singer whose solo studio albums are all named with mathematical symbols (2 wds.) |
| 44% | JLO | 3 | Singer whose "This Is Me ... Now" album dropped in 2024, for short: 2 wds. |
| 44% | BERLINTRILOGY | 13 | Name given to the three consecutive studio albums by singer-songwriter David Bowie which were released in the 70s: 2 wds. |
| 44% | JHENEAIKO | 9 | 15-Across and 25-Down singer whose album 8-Down was recorded in and inspired by Hawaii (2 wds.) |
| 44% | ARLOPARKS | 9 | Grammy-nominated singer/songwriter whose songs 15-Across, 9-Down, and 27-Down are featured on her debut album, "Collapsed in Sunbeams" (2 wds.) |
| 43% | LADYGAGA | 8 | 15-Across, 9-Down, and 22-Down singer who released the studio album "Mayhem" in 2025 (2 wds.) |
| 43% | GEORGESTRAIT | 12 | 18-Across and 29-Across singer who released his 30th studio album, "Honky Tonk Time Machine," in 2019 (2 wds.) |
| 41% | JOHNFOGERTY | 11 | Singer/songwriter whose song 17-Across was honored by the Baseball Hall of Fame in 2010 (2 wds.) |
| 41% | JACKHARLOW | 10 | 17-Across, 28-Across, and "Whats Poppin" rapper who released his second studio album, "Come Home the Kids Miss You," in 2022 (2 wds.) |
| 41% | KELLY | 5 | ___ Clarkson, "Breakaway" singer whose 10th studio album's release date is in 2023 |
| 40% | EDDIEVEDDER | 11 | Pearl Jam lead singer whose third solo album, "Earthling," was released in 2022 (2 wds.) |
| 40% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer who was named Billboard's 2018 Woman of the Year (2 wds.) |
| 39% | TEARSFORFEARS | 13 | 19-Across and 31-Across band whose first album in 18 years, "The Tipping Point," will be released tomorrow (3 wds.) |
| 39% | FLORIDA | 7 | Rapper and singer whose name comes from the state he was born in: 2 wds. |
| 38% | STEELYDAN | 9 | Soft rock duo whose "Countdown to Ecstasy" album was released in 1973 (2 wds.) |
| 38% | DOLLYPARTON | 11 | Country singer whose latest album, "I Believe In You," is geared toward children: 2 wds. |
| 38% | PINKFLOYD | 9 | Rock band whose "The Dark Side of the Moon" album was released in 1973 (2 wds.) |
| 37% | TRACYCHAPMAN | 12 | Singer whose song "Fast Car," from her self-titled debut album, was a #6 hit in 1988: 2 wds. |
| 37% | EDSHEERAN | 9 | English singer whose album "÷" and song "Shape of You" both topped the charts in 2017: 2 wds. |
| 37% | MILEYCYRUS | 10 | 17-Across and 27-Across singer whose 2023 single "Flowers" debuted at No. 1 on the "Billboard" Global 200 chart in 2023 (2 wds.) |