| 4. Round | 28/10/2000 | Paniliakos Pyrgos | - | Olympiakos Piraeus | 0:4 | ||||
| 6. Round | 11/11/2000 | Panathinaikos | - | Olympiakos Piraeus | 0:0 | ||||
| 7. Round | 18/11/2000 | Olympiakos Piraeus | - | Panachaiki GE | 3:0 | ||||
| 8. Round | 26/11/2000 | PAOK Saloniki | - | Olympiakos Piraeus | 2:4 | ||||
| 9. Round | 02/12/2000 | Olympiakos Piraeus | - | PS Kalamata | 5:2 | ||||
| 13. Round | 06/01/2001 | Olympiakos Piraeus | - | Panionios GSS | 2:0 | ||||
| 18. Round | 10/02/2001 | Ionikos Nikea | - | Olympiakos Piraeus | 0:1 | ||||
| 19. Round | 17/02/2001 | Olympiakos Piraeus | - | Paniliakos Pyrgos | 2:0 | ||||
| 25. Round | 07/04/2001 | Olympiakos Piraeus | - | Skoda Xanthi | 4:0 | ||||
| 27. Round | 29/04/2001 | Olympiakos Piraeus | - | Iraklis Saloniki | 3:1 | ||||
| 30. Round | 26/05/2001 | Aris Saloniki | - | Olympiakos Piraeus | 2:2 |
Greece