| U19 Super League | 2019/01/27 09:30 | Doxa Dramas v Kassiopi | D | 0-0 |
| U19 Super League | 2019/03/03 08:00 | Apollon Pontou v Kassiopi | D | 1-1 |
| U19 Super League | 2019/02/23 10:02 | Kassiopi v Iraklis | W | 2-0 |
| U19 Super League | 2019/02/17 09:32 | Apollon Larissa FC v Kassiopi | W | 0-1 |
| U19 Super League | 2019/01/27 09:30 | Doxa Dramas v Kassiopi | D | 0-0 |
| U19 Super League | 2019/01/20 08:00 | Kassiopi v Aiginiakos | W | 1-0 |
| U19 Super League | 2019/01/13 08:00 | Volos Nps - U19 v Kassiopi | W | 1-2 |
| U19 Super League | 2018/12/23 09:33 | Iraklis v Kassiopi | L | 4-0 |
| U19 Super League | 2018/12/02 08:00 | Kassiopi v Apollon Larissa FC | W | 3-1 |
| U19 Super League | 2019/02/16 13:03 | Volos Nps - U19 v Doxa Dramas | L | 1-0 |
| U19 Super League | 2019/01/27 09:30 | Doxa Dramas v Kassiopi | D | 0-0 |
| U19 Super League | 2018/12/16 08:00 | Doxa Dramas v AE Karaiskakis | D | 0-0 |
| U19 Super League | 2018/12/09 08:00 | Aiginiakos v Doxa Dramas | W | 0-5 |
| U19 Super League | 2018/12/01 13:00 | Doxa Dramas v Volos Nps - U19 | D | 0-0 |
| U19 Super League | 2018/05/14 14:30 | Doxa Dramas v Aris | L | 1-2 |
| U19 Super League | 2018/05/05 10:00 | Aiginiakos v Doxa Dramas | W | 0-2 |
| U19 Super League | 2018/04/21 11:00 | Doxa Dramas v Panserraikos - U19 | D | 1-1 |