| 1. Round | 15/09/2000 | Olympiakos Piraeus | - | Ethnikos Asteras | 6:0 |  |
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| 2. Round | 23/09/2000 | OFI Heraklion | - | Olympiakos Piraeus | 1:2 | ||||
| 3. Round | 30/09/2000 | Olympiakos Piraeus | - | Ionikos Nikea | 3:3 | ||||
| 6. Round | 11/11/2000 | Panathinaikos | - | Olympiakos Piraeus | 0:0 | ||||
| 7. Round | 18/11/2000 | Olympiakos Piraeus | - | Panachaiki GE | 3:0 |  |
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| 9. Round | 02/12/2000 | Olympiakos Piraeus | - | PS Kalamata | 5:2 | ||||
| 15. Round | 20/01/2001 | Olympiakos Piraeus | - | Aris Saloniki | 4:1 | |
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| 18. Round | 10/02/2001 | Ionikos Nikea | - | Olympiakos Piraeus | 0:1 | |
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| 22. Round | 10/03/2001 | Panachaiki GE | - | Olympiakos Piraeus | 1:5 | ||||
| 23. Round | 16/03/2001 | Olympiakos Piraeus | - | PAOK Saloniki | 1:0 | ||||
| 24. Round | 30/03/2001 | PS Kalamata | - | Olympiakos Piraeus | 0:1 | ||||
| 28. Round | 05/05/2001 | Panionios GSS | - | Olympiakos Piraeus | 2:1 | ||||
| 30. Round | 26/05/2001 | Aris Saloniki | - | Olympiakos Piraeus | 2:2 |
Brazil