| 11. Round | 26/11/2023 | Anagennisi Karditsa | - | Niki Volou FC | 2:0 | ||||
| 15. Round | 03/01/2024 | Anagennisi Karditsa | - | AEP Iraklis FC | 2:1 | ||||
| 16. Round | 07/01/2024 | Aiolikos Mytilinis | - | Anagennisi Karditsa | 1:1 | ||||
| 17. Round | 14/01/2024 | Anagennisi Karditsa | - | Makedonikos FC | 0:1 | ||||
| 18. Round | 21/01/2024 | Anagennisi Karditsa | - | Kozani FC | 1:1 | ||||
| 19. Round | 28/01/2024 | AE Lárissa | - | Anagennisi Karditsa | 1:0 | ||||
| 20. Round | 03/02/2024 | Anagennisi Karditsa | - | PAOK Saloniki II | 0:3 | ||||
| 23. Round | 18/02/2024 | Levadiakos | - | Anagennisi Karditsa | 3:0 | ||||
| 25. Round | 04/03/2024 | Anagennisi Karditsa | - | Apollon Pontou | 4:1 | ||||
| 26. Round | 11/03/2024 | Kampaniakos FC | - | Anagennisi Karditsa | 0:1 |
Greece