| RAFI | Iconic singers of many hits including "Baghon Mein Bahaar Hain" (with 5-down) |
| ALICIA | Keys of many hit songs |
| DEBORAHHARRY | Which singer teamed up with Chris Stein to form a hugely successful 70s-80s band with hits including "Heart of Glass"? (7,5) |
| ROBERTAFLACK | Late American singer of hits including 1973's Killing Me Softly With His Song (7,5) |
| BARRYMANILOW | Iconic singer-songwriter whose hits include Mandy and Copacobana (5,7) |
| MARIAHCAREY | American female singer with hits including Dreamlover and One Sweet Day (5, 6) |
| TONYHATCH | Which songwriter married Jackie Trent and recorded many hits with her in the 60s and 70s? (4,5) |
| MOB | With "the," group with many hits? |
| BILL | First name of an iconic singer who won his third Grammy in 1987 |
| JONI | Iconic singer who performed sitting down at the Grammys (4,8) |
| MITCHELL | Iconic singer who performed sitting down at the Grammys (4,8) |
| MARIAHSWORLD | Docu-series on E! starring the singer of hits including "Hero", "Vision of Love" and "Dreamlover": 2 wds. |
| HOTELCALIFORNIA | Don Henley testified last week in the trial of three men who sold original handwritten lyrics to some of the Eagles' big hits, including this one |
| ANTS | Adam and the -, new wave group with hits including Stand and Deliver (4) |
| BILLBOARD | Chart with Top 40 hits, including all songs in this puzzle's theme |
| ARIANA | ___ Grande: US singing sensation with hits including Thank U, Next (6) |
| DONNASUMMER | US singer of hits including 'I Feel Love' (1977) |
| ORB | The ___, ambient band with hits including Blue Room (3) |
| NATKING | Singer of hits including Unforgettable and Mona Lisa, ... Cole (3,4) |
| COSANOSTRA | Group with many hits |