| 100% | ROSS | 4 | Diana ___ and Lionel Richie, singers who collaborated on the track "Endless Love" |
| 45% | DAVID | 5 | ___ Bowie and Freddie Mercury, singers who collaborated on the hit song "Under Pressure" |
| 45% | MICHAEL | 7 | ___ Jackson and Paul McCartney, singers who collaborated on the song "Say Say Say" |
| 45% | WONDER | 6 | Stevie ___ and Paul McCartney, singers who collaborated on the hit song "Ebony and Ivory" |
| 45% | DOLLY | 5 | ___ Parton and Kenny Rogers, singers who collaborated on the album "Once Upon a Christmas" |
| 43% | REGINABELLE | 11 | "Baby Come to Me" singer who collaborated with 44-Across on the R&B hits "Without You" and 34-Across (2 wds.) |
| 42% | 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.) |
| 41% | 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.) |
| 40% | EDSHEERAN | 9 | Singer who collaborated with Beyoncé on the 2017 #1 hit "Perfect Duet": 2 wds. |
| 39% | ESTELLE | 7 | British singer who collaborated with Kanye West on the 2008 hit "American Boy" |
| 39% | THOMASRHETT | 11 | Singer/songwriter who collaborated with 17-Across, 28-Across, Reba McEntire, and Keith Urban on the country hit "Be a Light" (2 wds.) |
| 38% | CAMILACABELLO | 13 | Singer who collaborated with Machine Gun Kelly in 2017 on the #4 hit "Bad Things": 2 wds. |
| 38% | KATYPERRY | 9 | Singer who collaborated with Snoop Dogg on the 2010 No. 1 Billboard hit "California Gurls" (2 wds.) |
| 38% | CIARA | 5 | One-named singer who collaborated with Missy Elliott on "1, 2 Step" and "Lose Control" |
| 38% | SATIE | 5 | Composer who collaborated with Picasso and Cocteau on the 1917 ballet “Parade” |
| 37% | SHEENAEASTON | 12 | "Strut" singer who Prince encouraged and collaborated with in the 1980s: 2 wds. |
| 37% | DOLLYPARTON | 11 | Country Music Hall of Fame singer who collaborated with 15-Across and 43-Across on "Trio" (2 wds.) |
| 36% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 36% | SZA | 3 | Singer who collaborated on "Luther" with Kendrick Lamar |
| 36% | ROWLEY | 6 | William —, English dramatist who collaborated with Thomas Middleton on The Changeling and A Fair Quarrel |
| 36% | DUKE | 4 | ___ Ellington, pianist who collaborated on more than 1000 compositions and is considered one of the most influential figures in jazz |
| 36% | ALISONKRAUSS | 12 | "When You Say Nothing At All" singer who collaborated with Brad Paisley on the 2004 country hit "Whiskey Lullaby": 2 wds. |
| 36% | DOLLYPARTON | 11 | "Jolene" singer who collaborated with Brad Paisley on the 2005 country hit "When I Get Where I'm Going": 2 wds. |
| 35% | ENDLESS | 7 | __ Love, duet with Lionel Richie and Diana Ross |
| 34% | THEWEEKND | 9 | Singer who collaborated with Ariana Grande on their 2014 top 10 song "Love Me Harder": 2 wds. |
| 34% | TAYLORSWIFT | 11 | American singer who created hits like "Blank Space" and "Bad Blood," and releases her newest album on the 10th: 2 wds. |
| 34% | BRITNEYSPEARS | 13 | "Slumber Party" singer who is the youngest person to be both host and musical guest on "Saturday Night Live" (2 wds.) |
| 33% | DIDO | 4 | British singer who collaborated with Eminem on "Stan" |
| 33% | ALAN | 4 | Artist Walker of "Lily" or country singer Jackson of "Livin' on Love" who share the same name |
| 33% | JENNIFERLOPEZ | 13 | "On the Floor" singer who's an executive producer and judge on "World of Dance": 2 wds. |