| BILLIEHOLIDAY | 20th Century American jazz singer, subject of the film Lady Sings The Blues (6,7) |
| HOLIDAY | Billie, 20th-century American jazz singer; subject of the 1972 film Lady Sings The Blues (7) |
| GEORGEMICHAEL | Singer, subject of the 2004 documentary ____: A Different Story |
| RONAN | Star of the film Lady Bird, Saoirse - (5) |
| JOLSON | "The Jazz Singer" subject |
| CHET | 20th-century American jazz trumpeter and singer who was nicknamed the Prince of Cool (4,5) |
| BAKER | 20th-century American jazz trumpeter and singer who was nicknamed the Prince of Cool (4,5) |
| DIANA | The Supremes singer who played Billie Holiday in Lady Sings The Blues, ... Ross |
| DIANAROSS | Singer who played Billie Holliday in Lady Sings the Blues (5,4) |
| ARMSTRONG | Louis , 20th-century American jazz trumpeter and singer from New Orleans, nicknamed Satchmo (9) |
| ROSS | Diana of "Lady Sings the Blues" |
| RUSH | Diana, Best Actress in a Leading Role Oscar nominee for Lady Sings the Blues (4) |
| BASIE | Count -- -, 20th Century American jazz pianist, bandleader and composer (5) |
| FITZGERALD | Ella _, American jazz singer nicknamed the "First Lady of Song" (10) |
| KAYSTARR | American jazz singer whose hits in the 1950s included Wheel of Fortune and The Rock And Roll Waltz |
| MILESDAVIS | 20th-century American jazz trumpeter and composer (5,5) |
| GILLESPIE | Dizzy ---, 20th-Century American jazz trumpeter (9) |
| MONICALEWIS | American jazz singer and film actress who was the longtime voice of Chiquita Banana in an animated ad campaign beginning in 1947 |
| LADY | Nickname of the American jazz singer Billie Holiday, "_Day" (4) |
| BLUES | Legendary jazz singer Billie Holiday's autobiography, Lady Sings The ... |