| 1. Round | 23/09/2023 | Makedonikos FC | - | AEP Iraklis FC | 0:0 | ||||
| 2. Round | 01/10/2023 | AEP Iraklis FC | - | Anagennisi Karditsa | 1:1 | ||||
| 3. Round | 11/10/2023 | AE Lárissa | - | AEP Iraklis FC | 1:0 | ||||
| 4. Round | 25/10/2023 | AEP Iraklis FC | - | PAOK Saloniki II | 2:0 | ||||
| 7. Round | 04/11/2023 | AEP Iraklis FC | - | Levadiakos | 0:1 | ||||
| 8. Round | 12/11/2023 | Niki Volou FC | - | AEP Iraklis FC | 3:1 | ||||
| 9. Round | 15/11/2023 | AEP Iraklis FC | - | Apollon Pontou | 0:1 | ||||
| 11. Round | 25/11/2023 | AEP Iraklis FC | - | AEK Athen II | 1:0 | ||||
| 12. Round | 03/12/2023 | AEP Iraklis FC | - | Kozani FC | 1:1 | ||||
| 13. Round | 10/12/2023 | Aiolikos Mytilinis | - | AEP Iraklis FC | 1:1 | ||||
| 14. Round | 18/12/2023 | AEP Iraklis FC | - | Makedonikos FC | 5:1 |  |
|||
| 15. Round | 03/01/2024 | Anagennisi Karditsa | - | AEP Iraklis FC | 2:1 | ||||
| 16. Round | 07/01/2024 | AEP Iraklis FC | - | AE Lárissa | 1:1 | ||||
| 17. Round | 15/01/2024 | PAOK Saloniki II | - | AEP Iraklis FC | 1:1 |  |
|||
| 21. Round | 11/02/2024 | AEP Iraklis FC | - | Niki Volou FC | 1:0 | ||||
| 22. Round | 14/02/2024 | Apollon Pontou | - | AEP Iraklis FC | 0:1 | ||||
| 26. Round | 11/03/2024 | AEP Iraklis FC | - | Aiolikos Mytilinis | 3:0 |
Greece