| Greece Super League 2 U19 | 2020/02/08 07:00 | Kassiopi U19 v AE Karaiskakis U19 | L | 6-7 |
| Greece Super League 2 U19 | 2020/02/08 07:00 | Kassiopi U19 v AE Karaiskakis U19 | L | 6-7 |
| Greece Super League 2 U19 | 2020/01/26 11:00 | Kassiopi U19 v PAS Giannina U19 | L | 2-5 |
| Greece Super League 2 U19 | 2020/01/18 07:00 | Kassiopi U19 v Doxa Dramas U19 | L | 0-6 |
| Greece Super League 2 U19 | 2019/12/21 07:00 | Kassiopi U19 v Apollon Pontou FC U19 | W | 3-2 |
| Greece Super League 2 U19 | 2019/12/08 09:05 | Doxa Dramas U19 v Kassiopi U19 | L | 1-0 |
| Greece Super League 2 U19 | 2019/12/01 09:01 | Kassiopi U19 v Apollon Larissa U19 | D | 0-0 |
| Greece Super League 2 U19 | 2019/03/17 08:00 | Kassiopi U19 v Volos Nps U19 | D | 1-1 |
| Greece Super League 2 U19 | 2020/02/08 07:00 | Kassiopi U19 v AE Karaiskakis U19 | W | 6-7 |
| Greece Super League 2 U19 | 2020/01/25 10:30 | AE Karaiskakis U19 v Apollon Pontou FC U19 | W | 1-0 |
| Greece Super League 2 U19 | 2020/01/18 12:00 | AE Karaiskakis U19 v PAS Giannina U19 | D | 3-3 |
| Greece Super League 2 U19 | 2020/01/11 09:05 | Doxa Dramas U19 v AE Karaiskakis U19 | W | 3-4 |
| Greece Super League 2 U19 | 2020/01/11 07:00 | Doxa Dramas U19 v AE Karaiskakis U19 | W | 3-4 |
| Greece Super League 2 U19 | 2019/12/21 13:00 | AE Karaiskakis U19 v Apollon Larissa U19 | W | 4-2 |
| Greece Super League 2 U19 | 2019/12/14 07:00 | Apollon Pontou FC U19 v AE Karaiskakis U19 | L | 4-3 |
| Greece Super League 2 U19 | 2019/03/24 08:00 | Apollon Larissa U19 v AE Karaiskakis U19 | W | 1-2 |