| 100% | DOLLY | 5 | ___ Parton and Kenny Rogers, singers who collaborated on the album "Once Upon a Christmas" |
| 43% | EMMYLOUHARRIS | 13 | Country Music Hall of Fame singer who collaborated with 28-Across and 43-Across on the Grammy-winning 1987 album "Trio" (2 wds.) |
| 39% | ROSS | 4 | Diana ___ and Lionel Richie, singers who collaborated on the track "Endless Love" |
| 39% | LIL | 3 | ___ Wayne, rapper who collaborated on a song which was featured on the "Suicide Squad" soundtrack album |
| 38% | DAVID | 5 | ___ Bowie and Freddie Mercury, singers who collaborated on the hit song "Under Pressure" |
| 38% | MICHAEL | 7 | ___ Jackson and Paul McCartney, singers who collaborated on the song "Say Say Say" |
| 38% | WONDER | 6 | Stevie ___ and Paul McCartney, singers who collaborated on the hit song "Ebony and Ivory" |
| 37% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 37% | ROWLEY | 6 | William —, English dramatist who collaborated with Thomas Middleton on The Changeling and A Fair Quarrel |
| 36% | REGINABELLE | 11 | "Baby Come to Me" singer who collaborated with 44-Across on the R&B hits "Without You" and 34-Across (2 wds.) |
| 36% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 35% | EARLE | 5 | Country singer Steve who collaborated with Shawn Colvin on a 2016 album |
| 35% | TAYLORSWIFT | 11 | American singer who created hits like "Blank Space" and "Bad Blood," and releases her newest album on the 10th: 2 wds. |
| 35% | LANADELREY | 10 | "Doin' Time" singer who collaborates with 27-Across and 35-Across on the 2019 "Charlie's Angels" theme song "Don't Call Me Angel" (3 wds.) |
| 35% | SWIFT | 5 | Taylor ___, singer who topped the Billboard Social 50 charts on April 27, 2013 and has a wax statue at Madame Tussauds, London |
| 35% | MILEY | 5 | ___ Cyrus, singer who topped the Billboard Social 50 charts on July 19, 2014 and has a wax statue at Madame Tussauds, London |
| 35% | ISLANDSIN | 9 | "___ the Stream," a song by Kenny Rogers - whose birthday it is today - and Dolly Parton which reached No.1 on the Billboard Hot 100: 3 wds. |
| 34% | JOSH | 4 | ___ Dallas and Ginnifer Goodwin, celebrity couple who met on the set of "Once Upon a Time" |
| 34% | EDSHEERAN | 9 | Singer who collaborated with Beyoncé on the 2017 #1 hit "Perfect Duet": 2 wds. |
| 33% | TORME | 5 | Singer who once sang a song to Kramer on "Seinfeld" |
| 33% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 33% | THENATIONAL | 11 | "Fake Empire" indie rock band who collaborated with 19-Across, 32-Across, and Sufjan Stevens on the 2023 album "First Two Pages of Frankenstein" (2 wds.) |
| 33% | ESTELLE | 7 | British singer who collaborated with Kanye West on the 2008 hit "American Boy" |
| 33% | DONNIEWAHLBERG | 14 | New Kids on the Block singer who played Detective Danny Reagan on 48-Across and will reprise the role in a new series in 2025 (2 wds.) |
| 33% | ONCE | 4 | "___ Upon a Mattress" (musical based on "The Princess and the Pea") |
| 33% | CEELO | 5 | Singer Green who was once a coach on "The Voice" |
| 33% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 32% | CAMILACABELLO | 13 | Singer who collaborated with Machine Gun Kelly in 2017 on the #4 hit "Bad Things": 2 wds. |
| 32% | CIARA | 5 | One-named singer who collaborated with Missy Elliott on "1, 2 Step" and "Lose Control" |
| 32% | ONO | 3 | Yoko who collaborated with John Lennon on the "Double Fantasy" album |