| 100% | INDILA | 6 | French singer who released a song called "Love Story" in 2014 |
| 76% | CAREY | 5 | Mariah ___, singer who released a song called "Love Story" in 2008 |
| 68% | ALI | 3 | Nadia ___, singer who also released a song called "Love Story" in 2009 |
| 66% | ANDY | 4 | ___ Williams, singer who also released a song called "(Where Do I Begin?) Love Story" in 1971 |
| 66% | SWIFT | 5 | Taylor ___, singer who also released a song called "Love Story" in 2008 and again in 2021 |
| 65% | RANDY | 5 | ___ Newman, singer who also released a song called "Love Story (You and Me)" in 1968 |
| 44% | SIA | 3 | Pop singer who released a remix album called "Cheap Thrills" |
| 42% | BILLIEEILISH | 12 | Singer who released "Birds of a Feather" in 2024: 2 wds. |
| 42% | NELLYFURTADO | 12 | Singer who released "I'm Like a Bird" in 2000: 2 wds. |
| 42% | SARABAREILLES | 13 | "Love Song" singer/pianist who performed a duet with 18-Across at the Grammy Awards in 2014 (2 wds.) |
| 40% | TAYLORSWIFT | 11 | Country singer who had a crossover hit with her 2008 pop song "Love Story" (2 wds.) |
| 39% | BEYONCE | 7 | Singer who appeared in a Pepsi commercial with her song "Grown Woman" in 2013 |
| 39% | SZA | 3 | Singer whom Doja Cat called "the epitome of talent," in a Grammy-acceptance speech |
| 37% | LEA | 3 | Singer/actress ___ Michele who released a Christmas album in 2019 |
| 37% | STEVIEWONDER | 12 | Singer who won the Oscar for Best Original Song, "Just Called to Say I Love You": 2 wds. |
| 37% | ENYA | 4 | One-named singer who co-composed a song in Elvish for "The Lord of the Rings" |
| 37% | DAVIDBOWIE | 10 | "Space Oddity" singer who cowrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 37% | JACKSON | 7 | Singer who appeared in a Pepsi commercial featuring an altered version of his song "Billie Jean" in 1984, Michael ___ |
| 37% | HARRYSTYLES | 11 | "Sign of the Times" pop singer who released a self-titled #1 album in 2017: 2 wds. |
| 37% | ADELE | 5 | Singer who released "21" in '11 |
| 36% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 35% | HALSEY | 6 | Singer/songwriter who had a #5 hit in 2017 with "Bad at Love" |
| 35% | REBA | 4 | McEntire who released a gospel album in 2017 |
| 34% | DYLAN | 5 | Bob ___, singer who covered the song "Take a Message to Mary" in 1970 |
| 34% | JEWEL | 5 | Singer who released her "Picking Up the Pieces" album in 2015 |
| 34% | STEVIEWONDER | 12 | Singer with four No. 1 songs in the 1980s, including "I Just Called To Say I Love You" (2 wds.) |
| 34% | ARIANA | 6 | With 38-Across, singer who released "Sweetener" in 2018 |
| 34% | DIDO | 4 | The English singer who released White Flag in 2003 |
| 34% | TOMHANKS | 8 | Forrest Gump star who released a book in 2023 |
| 34% | ENYA | 4 | Singer who owns a castle in Ireland |