| 100% | CAREY | 5 | Mariah ___, singer who released a song called "Love Story" in 2008 |
| 81% | INDILA | 6 | French singer who released a song called "Love Story" in 2014 |
| 77% | SWIFT | 5 | Taylor ___, singer who also released a song called "Love Story" in 2008 and again in 2021 |
| 70% | ALI | 3 | Nadia ___, singer who also released a song called "Love Story" in 2009 |
| 69% | ANDY | 4 | ___ Williams, singer who also released a song called "(Where Do I Begin?) Love Story" in 1971 |
| 68% | RANDY | 5 | ___ Newman, singer who also released a song called "Love Story (You and Me)" in 1968 |
| 50% | TAYLORSWIFT | 11 | Country singer who had a crossover hit with her 2008 pop song "Love Story" (2 wds.) |
| 45% | SIA | 3 | Pop singer who released a remix album called "Cheap Thrills" |
| 44% | BILLIEEILISH | 12 | Singer who released "Birds of a Feather" in 2024: 2 wds. |
| 43% | NELLYFURTADO | 12 | Singer who released "I'm Like a Bird" in 2000: 2 wds. |
| 40% | BEYONCE | 7 | Singer who appeared in a Pepsi commercial with her song "Grown Woman" in 2013 |
| 40% | SZA | 3 | Singer whom Doja Cat called "the epitome of talent," in a Grammy-acceptance speech |
| 40% | CELINEDION | 10 | "The Power of Love" singer who was made a Companion of the Order of Canada in 2008: 2 wds. |
| 39% | CAREY | 5 | Singer Mariah who released her 15th studio album in 2018 |
| 39% | LEA | 3 | Singer/actress ___ Michele who released a Christmas album in 2019 |
| 39% | STEVIEWONDER | 12 | Singer who won the Oscar for Best Original Song, "Just Called to Say I Love You": 2 wds. |
| 38% | ENYA | 4 | One-named singer who co-composed a song in Elvish for "The Lord of the Rings" |
| 38% | DAVIDBOWIE | 10 | "Space Oddity" singer who cowrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 38% | JACKSON | 7 | Singer who appeared in a Pepsi commercial featuring an altered version of his song "Billie Jean" in 1984, Michael ___ |
| 38% | HARRYSTYLES | 11 | "Sign of the Times" pop singer who released a self-titled #1 album in 2017: 2 wds. |
| 38% | ADELE | 5 | Singer who released "21" in '11 |
| 38% | TAYLORSWIFT | 11 | Singer who was nominated for a Grammy for Best New Artist in 2008 but lost to Amy Winehouse: 2 wds. |
| 37% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 37% | HALSEY | 6 | Singer/songwriter who had a #5 hit in 2017 with "Bad at Love" |
| 36% | REBA | 4 | McEntire who released a gospel album in 2017 |
| 36% | JENNIFERLOPEZ | 13 | "I'm Real" singer who became a mother of twins in 2008: 2 wds. |
| 36% | DYLAN | 5 | Bob ___, singer who covered the song "Take a Message to Mary" in 1970 |
| 36% | JEWEL | 5 | Singer who released her "Picking Up the Pieces" album in 2015 |
| 36% | STEVIEWONDER | 12 | Singer with four No. 1 songs in the 1980s, including "I Just Called To Say I Love You" (2 wds.) |
| 36% | ARIANA | 6 | With 38-Across, singer who released "Sweetener" in 2018 |