| 100% | MILEY | 5 | She sang in a noted video duet with Robin |
| 40% | ARETHA | 6 | She sang a 1989 duet of "It Isn't, It Wasn't, It Ain't Never Gonna Be" with Whitney |
| 39% | WREN | 4 | Bird that sometimes sings in a duet |
| 37% | OLDWOMAN | 8 | She lived in a shoe with many children |
| 37% | NORMANI | 7 | She sang Dancing with a Stranger with Sam Smith |
| 37% | HERMIA | 6 | She's in a triangle with Lysander and Demetrius |
| 36% | DORISDAY | 8 | She sang Que Sera, Sera in a 1956 Hitchcock film |
| 36% | SUMMERNIGHTS | 12 | Duet with the lyrics " I saved her life, she nearly drowned / He showed off, splashing around" sung by 15-Across and 40-Across in 43-Across (2 wds.) |
| 36% | DOTTIEWEST | 10 | She sang "What Are We Doin' in Love" with Kenny Rogers |
| 35% | ENYA | 4 | Irish singer who lives in a castle with her cats |
| 35% | CLICKBAIT | 9 | A video that lures you in with its title |
| 34% | REBA | 4 | McEntire with a twang in her voice |
| 34% | SIMS | 4 | Eponymous characters in a video game with an Eco Lifestyle expansion pack |
| 34% | MEMO | 4 | Short note with a message in the office |
| 34% | KESHA | 5 | Pop singer once with a $ in her name |
| 33% | BLANKSPACE | 10 | Song from Taylor Swift's "1989" with a tongue-in-cheek video where she goes nuts: 2 wds. |
| 33% | PATTI | 5 | LaBelle with a street in Philadelphia named after her |
| 33% | INDIAARIE | 9 | "Acoustic Soul" singer with a country in her name |
| 33% | BEYONCE | 7 | Singer who appeared in a Pepsi commercial with her song "Grown Woman" in 2013 |
| 33% | IRONIC | 6 | Alanis video with four of her in the same car |
| 33% | WONDERWOMAN | 11 | Robin WRIGHT was her aunt in a 2017 superhero film |
| 33% | MTV | 3 | Channel launched in 1981 with a video by the Buggles |
| 33% | NORMANI | 7 | “Motivation” singer with a cameo in the “WAP” music video |
| 33% | DORA | 4 | Animated character with a talking map in her talking backpack |
| 33% | REBA | 4 | She and Dolly recorded a duet of "Does He Love You" in 2021 |
| 33% | ELTON | 5 | He sang a 2022 duet of "Hold Me Closer" with Britney |
| 32% | GERMAN | 6 | I'm in Love With a __ Film Star, sang the Passions |
| 32% | GWENSTEFANI | 11 | She sang "Hollaback Girl" with George Clooney and Julia Roberts in James Corden's "Carpool Karaoke": 2 wds. |
| 32% | PATNIXON | 8 | She sings the aria “This is prophetic,” in a John Adams opera about a diplomatic trip to China |
| 32% | TROLL | 5 | Sing in a carefree way |