| SAMCOOKE | Singer/songwriter who released the 1960 song which begins: Don't know much about history (3,5) |
| HISTORY | "Don't know much about ___ " song |
| STORMYWEATHER | Lena Horne classic that begins 'Don't know why there's no sun up in the sky ... ' |
| TRY | Blue Rodeo song that begins: "Don't tell me I'm wrong" |
| CHAPPELL | American singer-songwriter who released the hit singles Pink Pony Club and The Giver (8,4) |
| RONSTADT | Who sang with Aaron Neville to win a Grammy for the song "Don't Know Much"? (5,8) |
| SCORSESE | Martin --, director who has made documentaries about history of US cinema and Bob Dylan (8) |
| ASHCROFT | Richard -, singer-songwriter who released album Natural Rebel (8) |
| IMBECILE | One who doesn't know much |
| BUSH | English singer/songwriter who released the albums The Kick Inside and The Hounds of Love (4) |
| MARIAH | ____ Carey, U.S. singer/songwriter who released the song All I Want for Christmas Is You in 1994 (6) |
| ROAN | American singer-songwriter who released the hit singles Pink Pony Club and The Giver (8,4) |
| PRINCE | American singer-songwriter who released the song Another Lonely Christmas as a B-side of I Would Die 4 U in 1984 (6) |
| CULLUM | Jamie ___, jazz singer-songwriter who released the album Interlude this year (6) |
| SIMON | Singer-songwriter who released the solo album Graceland in 1986 (5) |
| MICHAELBOLTON | U.S. singer/songwriter who released the album Soul Provider (7,6) |
| NEWSOM | Joanna, U.S. singer/songwriter who released the album Divers in 2015 (6) |
| ARIANA | ____ Grande, U.S. singer/songwriter who released the album Positions in 2020 (6) |
| OCONNOR | Sinead, Irish singer-songwriter who released the single Nothing Compares 2 U (7) |
| KHALID | US singer-songwriter who released the 2017 debut album American Teen (6) |