| 100% | YESINDEED | 9 | 2018 song where Drake collaborated with Lil Baby: 2 wds. |
| 77% | LOOKALIVE | 9 | 2018 song where Drake collaborated with BlocBoy JB: 2 wds. |
| 66% | WALKITTALKIT | 12 | 2018 song where Drake collaborated with Migos: 4 wds. |
| 41% | YESINDEED | 9 | 49-Across and Lil Baby song that peaked at #6 on the "Billboard" Hot 100 in 2018 (2 wds.) |
| 39% | DRIPTOOHARD | 11 | 2018 Lil Baby collaboration with Gunna that earned a Grammy nomination: 3 wds. |
| 38% | THEWEEKND | 9 | Singer who collaborated with Ariana Grande on their 2014 top 10 song "Love Me Harder": 2 wds. |
| 36% | KENDRICKLAMAR | 13 | "To Pimp a Butterfly" rapper, who collaborated with Taylor Swift on "Bad Blood", a song from her fifth album: 2 wds. |
| 36% | HOKEYPOKEY | 10 | Group dance song where you "shake it all about" and ends with "that's what it's all about": 2 wds. |
| 35% | SEANPAUL | 8 | Rapper who collaborated with Beyoncé on the 2003 #1 hit "Baby Boy": 2 wds. |
| 34% | LOVELIES | 8 | 2018 song by 38-Across featuring Khalid: 2 wds. |
| 32% | THEMOTTO | 8 | Rap song by Drake: 2 wds. |
| 31% | SHEENAEASTON | 12 | "Strut" singer who Prince encouraged and collaborated with in the 1980s: 2 wds. |
| 31% | INMYFEELINGS | 12 | Drake hit with a record-setting 116.2 million US streams in the week of July 28, 2018: 3 wds. |
| 31% | JULIAMICHAELS | 13 | "Issues" singer who's collaborated with Pink, Britney Spears, and Gwen Stefani: 2 wds. |
| 31% | EDSHEERAN | 9 | Singer who collaborated with Beyoncé on the 2017 #1 hit "Perfect Duet": 2 wds. |
| 31% | SPARKSFLY | 9 | Song on 15-Across with the lyrics "I'm captivated by you, baby / Like a fireworks show" (2 wds.) |
| 30% | HONKYCAT | 8 | 1972 Elton John song where the title character is told to "get back": 2 wds. |
| 30% | CAMILACABELLO | 13 | Singer who collaborated with Machine Gun Kelly in 2017 on the #4 hit "Bad Things": 2 wds. |
| 29% | LOUISARMSTRONG | 14 | Jazz singer and trumpeter who collaborated with 34-Across on three albums, including "Porgy and Bess": 2 wds. |
| 29% | GIRLSWANTGIRLS | 14 | 2021 Drake song whose title starts and ends with the same word: 3 wds. |
| 29% | TAKITAKI | 8 | 2018 song by DJ Snake featuring Selena Gomez, Ozuna and Cardi B that was nominated for an MTV VMA: 2 wds. |
| 29% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 29% | INMYFEELINGS | 12 | Drake song that spent 10 weeks at #1 on the Billboard Hot 100 in 2018 (3 wds.) |
| 29% | FINECHINA | 9 | 2018 Juice WRLD collaboration with Future: 2 wds. |
| 28% | SHEILAE | 7 | Singer/percussionist who collaborated with Prince on "Purple Rain" (2 wds.) |
| 28% | SHERYLCROW | 10 | "All I Wanna Do" singer who collaborated with Kid Rock on his biggest pop hit, "Picture," in 2002: 2 wds. |
| 28% | DONOTDISTURB | 12 | Song from Drake's 2017 playlist, "More Life", where he reveals his struggles in daily life: 3 wds. |
| 28% | MISSME | 6 | Drake and Lil Wayne hit song with the lyrics "I know things have changed, know I used to be around more" (2 wds.) |
| 28% | RAVISHANKAR | 11 | Sitar maestro who collaborated with "The Beatles" and who is the father of multiple Grammy-winning singer Norah Jones: 2 wds. |
| 28% | ALISONKRAUSS | 12 | "When You Say Nothing At All" singer who collaborated with Brad Paisley on the 2004 country hit "Whiskey Lullaby": 2 wds. |