| 1. Jornada | 24.09.2023 | Anagennisi Karditsa | - | AEK Athen II | 2:1 | ||||
| 2. Jornada | 01.10.2023 | AEP Iraklis FC | - | Anagennisi Karditsa | 1:1 |  |
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| 3. Jornada | 11.10.2023 | Anagennisi Karditsa | - | Aiolikos Mytilinis | 3:1 | ||||
| 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 | ||||
| 10. Jornada | 19.11.2023 | Anagennisi Karditsa | - | Levadiakos | 2:0 | ||||
| 11. Jornada | 26.11.2023 | Anagennisi Karditsa | - | Niki Volou FC | 2:0 | ||||
| 12. Jornada | 03.12.2023 | Apollon Pontou | - | Anagennisi Karditsa | 2:1 |
Grecia