| 2. Round | 12/11/2022 | Olympiakos Piraeus II | - | PS Kalamata | 0:2 | ||||
| 4. Round | 26/11/2022 | Olympiakos Piraeus II | - | GS Ilioupolis | 0:1 | ||||
| 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 | ||||
| 19. Round | 08/04/2023 | GS Ilioupolis | - | Olympiakos Piraeus II | 1:0 | ||||
| 16. Round | 12/04/2023 | Olympiakos Piraeus II | - | AO Episkopi | 3:0 | ||||
| 20. Round | 18/04/2023 | Olympiakos Piraeus II | - | AO Egaleo | 2:1 | ||||
| 21. Round | 21/04/2023 | PAO Rouf | - | Olympiakos Piraeus II | 1:2 | ||||
| 22. Round | 29/04/2023 | Olympiakos Piraeus II | - | GS Kallithea | 5:4 | ||||
| 23. Round | 03/05/2023 | AO Proodeftiki | - | Olympiakos Piraeus II | 0:1 | ||||
| 26. Round | 22/05/2023 | Olympiakos Piraeus II | - | AEK Athen II | 1:1 | ||||
| 29. Round | 11/06/2023 | Olympiakos Piraeus II | - | Panachaiki GE | 4:2 |  |
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| 30. Round | 18/06/2023 | PAE Chania | - | Olympiakos Piraeus II | 4:2 |
Greece