| 100% | DESSA | 5 | One-named rapper in the hip-hop collective Doomtree |
| 48% | RAE | 3 | First word in the name of the "Black Beatles" hip-hop duo |
| 47% | EVE | 3 | One-named rapper who appears in the "Barbershop" films |
| 45% | EVE | 3 | One-named rapper/actress who appears in the "Barbershop" films |
| 45% | TPAIN | 5 | One-named rapper with a hyphen in his name |
| 45% | NAS | 3 | Rapper with a Harvard hip-hop fellowship named in his honor |
| 45% | CYPRESS | 7 | Insane in the Brain hip hop group, __ Hill |
| 44% | EVE | 3 | One-named rapper/actress who plays Terri in the "Barbershop" films |
| 44% | IRON | 4 | Metal in the name of one of the Avengers |
| 44% | SZA | 3 | One-named rapper named Best New Artist at the 2018 BET Awards |
| 43% | AIR | 3 | ___ Jordans, shoes that dominated hip hop fashion in the '90s |
| 43% | BOOTS | 5 | Timberland ___, shoes that dominated hip hop fashion in the '90s |
| 43% | DENIM | 5 | ___ jeans, garment that dominated hip hop fashion in the '90s |
| 43% | STEINWAY | 8 | One of the foremost names in piano-making |
| 43% | ALBATROSS | 9 | One named Wisdom is the oldest wild bird in the world |
| 43% | CENT | 4 | One rapper has 50 of them, in his name |
| 42% | HUPMOBILE | 9 | One of the five related names in this puzzle |
| 42% | VERAWANG | 8 | One of the best-known names in bridal wear |
| 42% | MCLYTE | 6 | Rapper with the hip-hop hit “Ruffneck” |
| 42% | LYTE | 4 | Hip Hop artist behind "Paper Thin" who was voted as one of the greatest MCs |
| 42% | LIZZO | 5 | One-named hip-hop artist with the hit songs "Juice" and "Truth Hurts" |
| 41% | KANGOL | 6 | ___ hats, accessories popularized in the '80s by hip hop star LL Cool J |
| 41% | NELLY | 5 | Rapper with the songs "Hot in Herre" and "Air Force Ones" |
| 41% | NONET | 5 | Name for one of the 3x3 regions in a Sudoku grid |
| 41% | DRAKE | 5 | Hip Hop artist whose track "God's Plan" had one of the most expensive music videos |
| 41% | LAMAR | 5 | Kendrick ___, hip hop star whose track "Control" called out the industry's biggest names |
| 41% | HIT | 3 | ___-Boy, hip hop music producer who won a Grammy for "Racks in the Middle" |
| 41% | DESSA | 5 | Minneapolis indie rapper who is part of the Doomtree collective |
| 41% | SIC | 3 | Name of the first EP by rapper Krizz Kaliko, released in 2011 |