| 1. Round | 15/09/2000 | Olympiakos Piraeus | - | Ethnikos Asteras | 6:0 | ||||
| 2. Round | 23/09/2000 | OFI Heraklion | - | Olympiakos Piraeus | 1:2 | ||||
| 4. Round | 28/10/2000 | Paniliakos Pyrgos | - | Olympiakos Piraeus | 0:4 | ||||
| 6. Round | 11/11/2000 | Panathinaikos | - | Olympiakos Piraeus | 0:0 | ||||
| 10. Round | 10/12/2000 | Skoda Xanthi | - | Olympiakos Piraeus | 0:3 |  |
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| 11. Round | 16/12/2000 | Olympiakos Piraeus | - | PAS Giannina | 3:1 | ||||
| 12. Round | 02/01/2001 | Iraklis Saloniki | - | Olympiakos Piraeus | 2:1 | ||||
| 13. Round | 06/01/2001 | Olympiakos Piraeus | - | Panionios GSS | 2:0 | |
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| 14. Round | 14/01/2001 | Athinaikos | - | Olympiakos Piraeus | 1:5 | ||||
| 15. Round | 20/01/2001 | Olympiakos Piraeus | - | Aris Saloniki | 4:1 | |
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| 17. Round | 02/02/2001 | Olympiakos Piraeus | - | OFI Heraklion | 5:0 | ||||
| 18. Round | 10/02/2001 | Ionikos Nikea | - | Olympiakos Piraeus | 0:1 | ||||
| 19. Round | 17/02/2001 | Olympiakos Piraeus | - | Paniliakos Pyrgos | 2:0 |
Ghana