| 1. Round | 28/08/2005 | Panathinaikos | - | Olympiakos Piraeus | 0:2 | ||||
| 2. Round | 10/09/2005 | Olympiakos Piraeus | - | Panionios GSS | 5:0 |  |
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| 3. Round | 17/09/2005 | GS Kallithea | - | Olympiakos Piraeus | 0:3 | ||||
| 4. Round | 24/09/2005 | Olympiakos Piraeus | - | Akratitos Liosion | 2:0 |  |
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| 5. Round | 02/10/2005 | AEK Athen | - | Olympiakos Piraeus | 1:3 | ||||
| 6. Round | 16/10/2005 | Olympiakos Piraeus | - | PAOK Saloniki | 1:2 | ||||
| 7. Round | 23/10/2005 | OFI Heraklion | - | Olympiakos Piraeus | 1:0 | ||||
| 8. Round | 29/10/2005 | Apollon Kalamarias | - | Olympiakos Piraeus | 1:2 | ||||
| 10. Round | 19/11/2005 | Atromitos | - | Olympiakos Piraeus | 0:1 | ||||
| 16. Round | 15/01/2006 | Olympiakos Piraeus | - | Panathinaikos | 3:2 | ||||
| 20. Round | 19/02/2006 | Olympiakos Piraeus | - | AEK Athen | 3:0 | ||||
| 25. Round | 27/03/2006 | Olympiakos Piraeus | - | Atromitos | 3:0 |
Greece