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 | ||||
12. Round | 03/12/2023 | AEP Iraklis FC | - | Kozani 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 |