| 100% | NORAHJONES | 10 | "Don't Know Why," 16-Across, 28-Across, and 35-Across singer whose ninth studio album was released in 2024 (2 wds.) |
| 56% | 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.) |
| 54% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer-songwriter whose seventh studio album, "Eternal Sunshine," was released in 2024 (2 wds.) |
| 53% | EDSHEERAN | 9 | 15-Across, 28-Across, and 35-Across singer whose solo studio albums are all named with mathematical symbols (2 wds.) |
| 42% | MEGHANTRAINOR | 13 | 18-Across, 40-Across, and "All About That Bass" singer who released her sixth studio album, "Timeless," in 2024 (2 wds.) |
| 41% | NEILYOUNG | 9 | Singer/guitarist whose "Time Fades Away" album was released in 1973 (2 wds.) |
| 41% | LADYGAGA | 8 | 15-Across, 9-Down, and 22-Down singer who released the studio album "Mayhem" in 2025 (2 wds.) |
| 41% | ELTONJOHN | 9 | Singer/pianist whose "Goodbye Yellow Brick Road" album was released in 1973 (2 wds.) |
| 41% | JASONALDEAN | 11 | Country singer whose album "They Don't Know" topped the Billboard 200 in 2016: 2 wds. |
| 40% | SARABAREILLES | 13 | 15-Across and 49-Across singer/songwriter whose new album "Amidst the Chaos" was released this month (2 wds.) |
| 40% | JHENEAIKO | 9 | 15-Across and 25-Down singer whose album 8-Down was recorded in and inspired by Hawaii (2 wds.) |
| 40% | WILLIENELSON | 12 | Country music legend whose 73rd solo studio album is "I Don't Know a Thing About Love: The Songs of 17-Across" (2 wds.) |
| 39% | JLO | 3 | Singer whose "This Is Me ... Now" album dropped in 2024, for short: 2 wds. |
| 39% | NORAHJONES | 10 | "Don't Know Why" singer who won the Best New Artist and Record of the Year Grammys in 2003: 2 wds. |
| 39% | FIONAAPPLE | 10 | 18-Across, 25-Across, and 38-Across singer who released her fifth studio album "Fetch the Boltcutters" in 2020 (2 wds.) |
| 38% | GEORGESTRAIT | 12 | 18-Across and 29-Across singer who released his 30th studio album, "Honky Tonk Time Machine," in 2019 (2 wds.) |
| 38% | THEBLACKKEYS | 12 | Rock duo of Dan Auerbach and Patrick Carney whose 10th studio album, "Delta Kream," was released in 2021 (3 wds.) |
| 38% | 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.) |
| 38% | KELLY | 5 | ___ Clarkson, "Breakaway" singer whose 10th studio album's release date is in 2023 |
| 37% | EDDIEVEDDER | 11 | Pearl Jam lead singer whose third solo album, "Earthling," was released in 2022 (2 wds.) |
| 37% | 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.) |
| 37% | BERLINTRILOGY | 13 | Name given to the three consecutive studio albums by singer-songwriter David Bowie which were released in the 70s: 2 wds. |
| 36% | LENAHORNE | 9 | Singer and civil rights activist whose commemorative U.S. postage stamp was released in 2018 (2 wds.) |
| 36% | STEELYDAN | 9 | Soft rock duo whose "Countdown to Ecstasy" album was released in 1973 (2 wds.) |
| 35% | TEARSFORFEARS | 13 | 19-Across and 31-Across band whose first album in 18 years, "The Tipping Point," will be released tomorrow (3 wds.) |
| 35% | OLIVIACOLMAN | 12 | English actress known for 13-Across, 16-Across, and 34-Across who turns 50 years old in 2024 (2 wds.) |
| 35% | PAULSIMON | 9 | Singer whose 1986 hit album 36-Across was named for 28-Across's home (2 wds.) |
| 35% | PINKFLOYD | 9 | Rock band whose "The Dark Side of the Moon" album was released in 1973 (2 wds.) |
| 34% | ADELEADKINS | 11 | British singer whose third studio album fetched her the Album of the Year in the 2017 Grammy Awards : 2 wds. |
| 34% | REBECCAGODFREY | 14 | 16-Across and 29-Across writer whose posthumous 2024 novel, "Peggy," was completed by Leslie Jamison (2 wds.) |