| 2. Jornada | 01.10.2023 | AEP Iraklis FC | - | Anagennisi Karditsa | 1:1 |  |
|||
| 4. Jornada | 15.10.2023 | Makedonikos FC | - | Anagennisi Karditsa | 0:0 | ||||
| 5. Jornada | 22.10.2023 | Kozani FC | - | Anagennisi Karditsa | 1:0 | ||||
| 6. Jornada | 29.10.2023 | Anagennisi Karditsa | - | AE Lárissa | 0:2 | ||||
| 7. Jornada | 04.11.2023 | PAOK Saloniki II | - | Anagennisi Karditsa | 2:0 | ||||
| 13. Jornada | 10.12.2023 | Anagennisi Karditsa | - | Kampaniakos FC | 0:1 |
Grecia