| 1. Round | 21/08/2022 | Olympiakos Piraeus | - | PAS Giannina | 2:0 | ||||
| 2. Round | 29/08/2022 | Asteras Tripolis | - | Olympiakos Piraeus | 0:0 | ||||
| 3. Round | 03/09/2022 | Olympiakos Piraeus | - | Ionikos Nikea | 3:1 | ||||
| 4. Round | 11/09/2022 | Olympiakos Piraeus | - | Volos NFC | 1:1 | ||||
| 5. Round | 18/09/2022 | Aris Saloniki | - | Olympiakos Piraeus | 2:1 | ||||
| 7. Round | 09/10/2022 | OFI Heraklion | - | Olympiakos Piraeus | 1:2 | ||||
| 9. Round | 22/10/2022 | Panetolikos | - | Olympiakos Piraeus | 0:2 | ||||
| 10. Round | 30/10/2022 | Olympiakos Piraeus | - | Lamia | 2:0 | ||||
| 11. Round | 06/11/2022 | Panathinaikos | - | Olympiakos Piraeus | 1:1 |  |
|||
| 12. Round | 09/11/2022 | Levadiakos | - | Olympiakos Piraeus | 0:1 | ||||
| 13. Round | 13/11/2022 | Olympiakos Piraeus | - | AEK Athen | 0:0 |
Spain