| 1. Round | 17/08/2024 | Volos NFC | - | Olympiakos Piraeus | 0:2 | ||||
| 2. Round | 26/08/2024 | Olympiakos Piraeus | - | GS Kallithea | 2:1 | ||||
| 3. Round | 31/08/2024 | Lamia | - | Olympiakos Piraeus | 0:3 | ||||
| 4. Round | 15/09/2024 | Olympiakos Piraeus | - | Panetolikos | 0:0 | ||||
| 5. Round | 21/09/2024 | Aris Saloniki | - | Olympiakos Piraeus | 2:1 | ||||
| 6. Round | 29/09/2024 | Olympiakos Piraeus | - | Atromitos | 2:0 | ||||
| 8. Round | 20/10/2024 | Olympiakos Piraeus | - | Levadiakos | 2:2 |  |
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| 10. Round | 02/11/2024 | Olympiakos Piraeus | - | Panserraikos | 2:1 | ||||
| 11. Round | 10/11/2024 | PAOK Saloniki | - | Olympiakos Piraeus | 2:3 |
Portugal