| 100% | DUALIPA | 7 | "Don't Start Now" singer whose latest album is called "Radical Optimism": 2 wds. |
| 51% | DOLLYPARTON | 11 | Country singer whose latest album, "I Believe In You," is geared toward children: 2 wds. |
| 49% | JLO | 3 | Singer whose "This Is Me ... Now" album dropped in 2024, for short: 2 wds. |
| 49% | RAE | 3 | ___ Morris, British singer whose latest album is called "Someone Out There" |
| 44% | MARIAHCAREY | 11 | Five-time Grammy-winning singer whose latest album "Caution" came out in 2018: 2 wds. |
| 43% | PAULACOLE | 9 | Singer whose "I Don't Want to Wait" was the theme song for "Dawson's Creek": 2 wds. |
| 43% | JASONALDEAN | 11 | Country singer whose album "They Don't Know" topped the Billboard 200 in 2016: 2 wds. |
| 42% | MILEYCYRUS | 10 | Singer whose 2008 album "Breakout" hit #1 when she was 15: 2 wds. |
| 42% | FIONAAPPLE | 10 | "Criminal" singer whose last name is a shade of green: 2 wds. |
| 42% | ADELE | 5 | British singer whose latest album is "25" |
| 41% | DEMILOVATO | 10 | Singer whose 2009 album "Here We Go Again" hit #1 when she was 16: 2 wds. |
| 40% | BILLYJOEL | 9 | "My Life" singer whose last name is a common first name: 2 wds. |
| 40% | ELTONJOHN | 9 | "Crocodile Rock" singer whose last name is a common first name: 2 wds. |
| 40% | LUKEBRYAN | 9 | "Play It Again" singer whose last name is a common first name: 2 wds. |
| 40% | TOBYKEITH | 9 | "Red Solo Cup" singer whose last name is a common first name: 2 wds. |
| 40% | MACYGRAY | 8 | "I Try" singer, whose last name is a color: 2 wds. |
| 40% | ANITABAKER | 10 | "Sweet Love" singer whose last name is a synonym for a pastry chef: 2 wds. |
| 39% | TRACYCHAPMAN | 12 | Singer whose song "Fast Car," from her self-titled debut album, was a #6 hit in 1988: 2 wds. |
| 39% | JLO | 3 | Nickname of the Bronx-born singer whose latest album is "A.K.A." |
| 39% | REM | 3 | Band whose last album was 2011's "Collapse Into Now" |
| 38% | ELVISCOSTELLO | 13 | "My Aim Is True" singer whose 2018 album "Look Now" features 15-Across and the 29-Across (2 wds.) |
| 38% | KATY | 4 | Singer Perry whose latest album is "143" |
| 38% | ANDREABOCELLI | 13 | Italian classical singer whose album "Cinema" was nominated for Best Traditional Pop Vocal Album in the 2017 Grammy Awards : 2 wds. |
| 38% | ELLIEGOULDING | 13 | "Love Me Like You Do" singer whose first and last names each start and end with the same letter: 2 wds. |
| 38% | ARIANAGRANDE | 12 | "Don't Call Me Angel" co-singer whose 2019 song "Thank U, Next" was her first #1 single (2 wds.) |
| 37% | LIPA | 4 | Don't Start Now singer, Dua __ |
| 37% | CHRISSTAPLETON | 14 | Singer whose "Starting Over" won the Grammy for Best Country Album in 2022: 2 wds. |
| 37% | TAYLORSWIFT | 11 | "Shake It Off" singer whose first name is a presidential last name: 2 wds. |
| 37% | NODOUBT | 7 | "Don't Speak" band whose lead singer is Gwen Stefani: 2 wds. |
| 37% | PAULSIMON | 9 | Singer whose 1986 hit album 36-Across was named for 28-Across's home (2 wds.) |