| 100% | NICKIMINAJ | 10 | "Super Bass" singer-rapper who features in Ariana Grande's "Sweetener": 2 wds. |
| 83% | MISSYELLIOTT | 12 | Four-time Grammy-winning rapper who features in Ariana Grande's "Sweetener": 2 wds. |
| 53% | IGGYAZALEA | 10 | Rapper featured on Ariana Grande's 2014 top 10 song "Problem": 2 wds. |
| 52% | MACMILLER | 9 | Rapper featured on Ariana Grande's 2013 top 10 song "The Way": 2 wds. |
| 51% | NICKIMINAJ | 10 | Rapper featured on Ariana Grande's 2016 top 10 song "Side to Side": 2 wds. |
| 47% | NICKIMINAJ | 10 | "Super Bass" rapper featured on the Lonely Island's "The Creep": 2 wds. |
| 45% | MEANGIRLS | 9 | 2004 Lindsay Lohan comedy referenced in Ariana Grande's "thank u, next" music video: 2 wds. |
| 45% | LEGALLYBLONDE | 13 | 2001 Reese Witherspoon comedy referenced in Ariana Grande's "thank u, next" music video: 2 wds. |
| 44% | NICKIMINAJ | 10 | "Super Bass" rapper who was born Onika Maraj: 2 wds. |
| 44% | THEWEEKND | 9 | Singer who collaborated with Ariana Grande on their 2014 top 10 song "Love Me Harder": 2 wds. |
| 44% | BIGSEAN | 7 | Rapper who featured Nicki Minaj on "Dance": 2 wds. |
| 42% | DRDRE | 5 | Rapper who appeared in "Training Day": 2 wds. |
| 42% | FRENCHMONTANA | 13 | "Unforgettable" rapper who bought Clippers star Paul George's California home in 2020: 2 wds. |
| 42% | BADBUNNY | 8 | Puerto Rican rapper who was Spotify's most streamed artist in 2020-2022: 2 wds. |
| 41% | BREAKFREE | 9 | 2014 Ariana Grande hit featuring Zedd: 2 wds. |
| 41% | THELIGHTIS | 10 | "___ Coming," single from Ariana Grande's upcoming album "Sweetener," featuring 37a: 3 wds. |
| 41% | LILWAYNE | 8 | "A Milli" rapper who's had top 10 hits in each of the last three decades: 2 wds. |
| 40% | IGGYAZALEA | 10 | Australian rapper who shares a first name with older singer Pop: 2 wds. |
| 40% | KENDRICKLAMAR | 13 | "Squabble Up" rapper who had three songs reach #1 in 2024: 2 wds. |
| 40% | MACHINEGUN | 10 | ___ Kelly, rapper who plays Motley Crue's drummer Tommy Lee in the 2019 biographical comedy drama "The Dirt": 2 wds. |
| 39% | BADBUNNY | 8 | "Dakiti" rapper who won seven Lo Nuestro Awards in 2021: 2 wds. |
| 39% | JENNIFERLOPEZ | 13 | Singer/actress who also stars in 17-Across: 2 wds. |
| 39% | HILARYDUFF | 10 | Actress/pop singer who starred in Disney Channel's "Lizzie McGuire": 2 wds. |
| 39% | MILEYCYRUS | 10 | Actress/pop singer who starred in Disney Channel's "Hannah Montana": 2 wds. |
| 39% | BILLBURR | 8 | American stand-up comedian who featured in "Breaking Bad" and co-created "F Is for Family": 2 wds. |
| 39% | FLORIDA | 7 | Rapper who had a top 10 hit in 2015 with "G.D.F.R.": 2 wds. |
| 39% | FETTYWAP | 8 | "Trap Queen" rapper who released a self-titled #1 album in 2015: 2 wds. |
| 38% | MEGHANTRAINOR | 13 | 18-Across, 40-Across, and "All About That Bass" singer who released her sixth studio album, "Timeless," in 2024 (2 wds.) |
| 38% | DONNYOSMOND | 11 | Singer who dances in front of the Schrödinger equation in "Weird Al" Yankovic's "White & Nerdy" video: 2 wds. |
| 38% | MISSYELLIOTT | 12 | "Work It" rapper who was in the back seat during Michelle Obama's "Carpool Karaoke" segment: 2 wds. |