| 100% | TRACYCHAPMAN | 12 | Singer whose song "Fast Car," from her self-titled debut album, was a #6 hit in 1988: 2 wds. |
| 42% | MILEYCYRUS | 10 | Singer whose 2008 album "Breakout" hit #1 when she was 15: 2 wds. |
| 42% | DEMILOVATO | 10 | Singer whose 2009 album "Here We Go Again" hit #1 when she was 16: 2 wds. |
| 41% | LADYGAGA | 8 | Singer-songwriter whose song "Shallow" from the movie "A Star Is Born" won her an Oscar in 2018: 2 wds. |
| 41% | LUKECOMBS | 9 | Country singer whose cover of 27-Across's "Fast Car" was a #2 hit in 2023: 2 wds. |
| 39% | TINATURNER | 10 | American singer whose Maracana Stadium concert in 1988 is the third highest-attended ticketed concert for a single artist: 2 wds. |
| 39% | KEYS | 4 | Singer Alicia whose debut album was "Songs in A Minor" |
| 39% | WOMAN | 5 | "God Is a ___," hit song by Ariana Grande from her album "Sweetener" which features a monologue by Madonna in the music video |
| 39% | AGORAHILLS | 10 | 2023 Doja Cat hit whose title is a tribute to a town she lived in: 2 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.) |
| 37% | SINEADOCONNOR | 13 | Singer whose "Nothing Compares 2 U" was a #1 song for four weeks in 1990 (2 wds.) |
| 37% | CELINEDION | 10 | Singer whose 1998 song "My Heart Will Go On" debuted at #1: 2 wds. |
| 37% | JLO | 3 | Singer whose "This Is Me ... Now" album dropped in 2024, for short: 2 wds. |
| 37% | NASA | 4 | Hit song by Ariana Grande from her 2019 album whose title is named after the U.S. space agency |
| 36% | BADAT | 5 | "___ Love," song by Halsey from her album "Hopeless Fountain Kingdom" which was nominated for a Teen Choice Award: 2 wds. |
| 36% | PEACEFULEASY | 12 | "___ Feeling," song by Jack Tempchin which was a part of Eagles' self-titled debut album: 2 wds. |
| 36% | ONTHE | 5 | "Love ___ Brain," a hit song by Rihanna from her latest studio album, Anti: 2 wds |
| 36% | JANETJACKSON | 12 | Singer whose "Escapade" was a #1 song for three weeks in 1990 (2 wds.) |
| 36% | SOURCANDY | 9 | 2020 song by Lady Gaga that was a collaboration with kpop group Blackpink, from her album "Chromatica": 2 wds. |
| 36% | DOLLYPARTON | 11 | Country singer whose latest album, "I Believe In You," is geared toward children: 2 wds. |
| 36% | IFALLTOPIECES | 13 | Song by 17a from her album "Showcase" which was her first number one hit: 4 wds. |
| 36% | ALANNAHMYLES | 12 | Singer whose "Black Velvet" was a #1 song for two weeks in 1990 (2 wds.) |
| 35% | DARKPARADISE | 12 | Lana Del Rey's song from her album, "Born to Die" which was also featured in an episode of "The Originals": 2 wds. |
| 35% | CRYPRETTY | 9 | Carrie Underwood album whose title track is a hit single (2 wds.) |
| 35% | KATEBUSH | 8 | Singer whose 1985 song “Running Up That Hill” became a top 10 hit in 2022 after being featured on “Stranger Things” |
| 34% | ADELEADKINS | 11 | British singer whose third studio album fetched her the Album of the Year in the 2017 Grammy Awards : 2 wds. |
| 34% | WITHOUTYOU | 10 | 2020 song by the Kid Laroi whose remix was a top 10 hit in 2021: 2 wds. |
| 34% | ONE | 3 | "Be the ___," song by Dua Lipa from her self-titled debut album |
| 34% | ANDREABOCELLI | 13 | Italian classical singer whose album "Cinema" was nominated for Best Traditional Pop Vocal Album in the 2017 Grammy Awards : 2 wds. |
| 34% | VASCOROSSI | 10 | Italian singer whose Enzo Ferrari Park concert in 2017 is the highest-attended ticketed concert for a single artist: 2 wds. |