5. Round | 05/10/2008 | Olympiakos Piraeus | - | AEK Athen | 2:0 | ||||
6. Round | 19/10/2008 | Olympiakos Piraeus | - | Panthrakikos | 2:0 | ||||
17. Round | 10/01/2009 | Olympiakos Piraeus | - | Skoda Xanthi | 2:1 | ||||
21. Round | 07/02/2009 | Panthrakikos | - | Olympiakos Piraeus | 0:2 | ||||
25. Round | 08/03/2009 | PAOK Saloniki | - | Olympiakos Piraeus | 0:0 | ||||
26. Round | 15/03/2009 | Olympiakos Piraeus | - | Iraklis Saloniki | 5:0 | ||||
28. Round | 05/04/2009 | Levadiakos | - | Olympiakos Piraeus | 1:2 | ||||
29. Round | 12/04/2009 | Olympiakos Piraeus | - | AE Lárissa | 0:1 | ||||
30. Round | 26/04/2009 | Thrasyvoulos Fylis | - | Olympiakos Piraeus | 0:2 |