| AIMEE | Grammy award-winning singer, ----- Mann (5) |
| NORAH | Grammy award winning singer ___ Jones (5) |
| BRUNO | Grammy Award-winning singer and producer, _ Mars (5) |
| ADELE | English Grammy Award-winning singer with the hit song Hello (5) |
| USHER | Grammy award-winning singer who recently filed for divorce from wife Grace Miguel (5) |
| LORDE | Grammy Award-winning singer of "Royals" |
| CIARA | Grammy Award-winning singer named for a Revlon fragrance |
| TWAIN | Grammy Award-winning singer Shania |
| LEGEND | Grammy Award-winning singer married to Chrissy Teigen, John ... (6) |
| ESTEFAN | Grammy Award-winning singer, Gloria _ (7) |
| GLORIA | Cuban-American Grammy Award-winning singer, _ Estefan (6) |
| EDSHEERAN | Grammy Award-winning singer-songwriter whose three album releases have been named after mathematical symbols (2,7) |
| ERICCLAPTON | This Grammy-award winning singer of Tears In Heaven is nicknamed Slowhand (4,7) |
| GAGA | Grammy Award-winning singer and A Star Is Born actress, Lady ... (4) |
| PRINCE | This Grammy Award-winning singer/ songwriter's hits include Purple Rain and 1999 (6) |
| EMELI | Award-winning singer of 2012's Next to Me, ----- Sande (5) |
| RYDER | Juno Award-winning singer |
| CHAKA | Grammy award-winning I'm Every Woman singer, _ Khan (5) |
| URBAN | Grammy Award-winning country singer, Keith _ (5) |
| BUBLE | Grammy award-winning Canadian singer, Michael _ (5) |
