| 14. Round | 11/03/2023 | Panachaiki GE | - | Olympiakos Piraeus II | 2:1 | ||||
| 17. Round | 01/04/2023 | PS Kalamata | - | Olympiakos Piraeus II | 4:0 | ||||
| 18. Round | 05/04/2023 | Olympiakos Piraeus II | - | Apollon Smyrnis | 0:0 | ||||
| 21. Round | 21/04/2023 | PAO Rouf | - | Olympiakos Piraeus II | 1:2 | ||||
| 23. Round | 03/05/2023 | AO Proodeftiki | - | Olympiakos Piraeus II | 0:1 | ||||
| 24. Round | 06/05/2023 | Olympiakos Piraeus II | - | OFI Ierapetra | 3:2 | ||||
| 25. Round | 15/05/2023 | AE Kifisias | - | Olympiakos Piraeus II | 0:0 | ||||
| 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 | ||||
| 30. Round | 18/06/2023 | PAE Chania | - | Olympiakos Piraeus II | 4:2 |  |
Greece