| 1. Round | 05/11/2022 | AO Episkopi | - | Olympiakos Piraeus II | 1:1 | ||||
| 14. Round | 11/03/2023 | Panachaiki GE | - | Olympiakos Piraeus II | 2:1 | ||||
| 15. Round | 18/03/2023 | Olympiakos Piraeus II | - | PAE Chania | 2:0 | ||||
| 17. Round | 01/04/2023 | PS Kalamata | - | Olympiakos Piraeus II | 4:0 | ||||
| 18. Round | 05/04/2023 | Olympiakos Piraeus II | - | Apollon Smyrnis | 0:0 | ||||
| 19. Round | 08/04/2023 | GS Ilioupolis | - | Olympiakos Piraeus II | 1:0 | ||||
| 23. Round | 03/05/2023 | AO Proodeftiki | - | Olympiakos Piraeus II | 0:1 | ||||
| 29. Round | 11/06/2023 | Olympiakos Piraeus II | - | Panachaiki GE | 4:2 | ||||
| 30. Round | 18/06/2023 | PAE Chania | - | Olympiakos Piraeus II | 4:2 |  |
Greece