| 100% | WITHOUTME | 9 | 4-Down's first #1 single as the lead singer: 2 wds. |
| 57% | CLOSER | 6 | 4-Down's first #1 single as a vocalist with the Chainsmokers |
| 47% | DEBBIEHARRY | 11 | Lead singer of Blondie who received the first Billboard Women in Music Icon Award, in 2008: 2 wds. |
| 45% | LIVTYLER | 8 | "Armageddon" actress who played the lead singer's girlfriend Faye in 34-Across: 2 wds. |
| 45% | DAVEGROHL | 9 | Drummer who's the lead singer of Foo Fighters: 2 wds. |
| 43% | FRANKZAPPA | 10 | Lead singer of the Mothers of Invention: 2 wds. |
| 43% | VINCENEIL | 9 | Lead singer for the band Mötley Crüe: 2 wds. |
| 43% | GLADYSKNIGHT | 12 | Lead singer on the 1970s hit "Midnight Train to Georgia": 2 wds. |
| 43% | LOSTINNEWYORK | 13 | "Home Alone 2: ___," the sequel to the first film starring Macaulay Culkin as a child who evades two burglars: 4 wds. |
| 42% | GOODDAYS | 8 | SZA top 10 hit that was the lead single from her 2022 #1 album "SOS": 2 wds. |
| 42% | CHICKENFRIED | 12 | First #1 single on the Billboard country charts for 43-Across (2 wds.) |
| 41% | DIANAROSS | 9 | American singer who was the lead singer of "The Supremes" and is known for her solo songs like "Upside Down": 2 wds. |
| 41% | GEORGEMICHAEL | 13 | Lead singer of Wham! who had the 1988 solo hit "Faith": 2 wds. |
| 41% | MICKJAGGER | 10 | Lead singer of the Rolling Stones who was knighted in 2003: 2 wds. |
| 41% | HEREWEGOAGAIN | 13 | 2009 #1 Demi Lovato album (also the title of its Top 40 lead single): 4 wds. |
| 40% | ZOOEYDESCHANEL | 14 | "New Girl" actress and lead singer of the band She & Him: 2 wds. |
| 40% | CHRISSIEHYNDE | 13 | Female lead singer of the Pretenders: 2 wds. |
| 40% | LEEMAYE | 7 | Former MLB player who was also the lead singer for an LA-based doo-wop group: 2 wds. |
| 40% | JERRYGARCIA | 11 | Lead singer of the Grateful Dead who served in the US Army in 1960: 2 wds. |
| 39% | NICKLACHEY | 10 | 98 Degrees lead singer who won the fifth season of "The Masked Singer" as the Piglet: 2 wds. |
| 39% | NATALIEMAINES | 13 | Female lead singer of the Dixie Chicks: 2 wds. |
| 39% | MICKJAGGER | 10 | "The Rolling Stones" lead singer who cameoed in "The Simpsons" episode, "How I Spent My Strummer Vacation" as himself: 2 wds. |
| 39% | JAREDLETO | 9 | "House of Gucci" actor and lead singer of the band Thirty Seconds to Mars: 2 wds. |
| 38% | DIANAROSS | 9 | She was once lead singer of the Supremes: 2 wds. |
| 38% | HUNTERHAYES | 11 | Singer with the #1 country single "Wanted": 2 wds. |
| 38% | RABBITTEST | 10 | 1978 film written and directed by 18-Across, starring Billy Crystal as the first pregnant man: 2 wds. |
| 38% | THOMYORKE | 9 | Radiohead lead singer: 2 wds. |
| 38% | GAVINROSSDALE | 13 | Bush lead singer: 2 wds. |
| 37% | DELTAMACHINE | 12 | 2013 album by 34-Across with the lead single "Heaven" (2 wds.) |
| 37% | RICHIERICH | 10 | Comic book character billed as the world's wealthiest kid: 2 wds. |