| NEILSEDAKA | US singer/songwriter who had hits with Oh! Carol and Breaking Up Is Hard To Do (4,6) |
| SEDAKA | Singer-songwriter who had hits with Oh! Carol and Calendar Girl (6) |
| WILSON | ___ Pickett, singer-songwriter who had hits with In the Midnight Hour and Mustang Sally (6) |
| EUROPHILE | Puerile shenanigans with - oh! - a Remainer? (9) |
| MILEYCYRUS | US singer/songwriter who had a hit with Wrecking Ball (5,5) |
| LYLELOVETT | US singer/songwriter who was married to actress Julia Roberts in the 1990s (4,6) |
| FEE | Breaking up is hard to do: A person who leaves his cell phone carrier for another should plan to pay a termination ___ |
| RELINQUISH | Rock Queen in Rule is hard to do without (10) |
| PATTISMITH | US singer-songwriter who made the influential 1975 album Horses |
| NEIL | Breaking Up is Hard to Do singer, ___ Sedaka |
| BREAKING | ___ Up Is Hard to Do 1962 song by Neil Sedaka that topped the U.S. Billboard Hot 100 |
| STIRRUPTROUBLE | Reason that mounting up is hard to do? |
| SONNY | And 31 US singer-songwriter who performed with his second wife Cher from 1964 to 1977 (5,4) |
| JOAN | US singer-songwriter who had an international hit with her debut single 'One of Us' in 1995 (4,7) |
| OSBORNE | US singer-songwriter who had an international hit with her debut single 'One of Us' in 1995 (4,7) |
| ORBISON | Roy ___, US singer-songwriter who topped the UK charts with 'Only the Lonely' (1960) 'It's Over' (1964) and 'Oh, Pretty Woman' (1964) (7) |
| USHER | US singer- songwriter who had four UK No. 1 singles between 1997 and 2010 (5) |
| BONO | US singer-songwriter who performed with his second wife Cher from 1964 to 1977 (5,4) |
| LINDARONSTADT | US singer-songwriter who formed one third of the supergroup Trio (1987-1999) along with Dolly Parton and Emmylou Harris (5,8) |
| TODO | Breaking Up Is Hard _ _: Neil Sedaka hit. (2,2) |
