2. Round | 13/09/2008 | Skoda Xanthi | - | Olympiakos Piraeus | 0:1 | ||||
7. Round | 26/10/2008 | Aris Saloniki | - | Olympiakos Piraeus | 1:0 | ||||
23. Round | 22/02/2009 | Ergotelis | - | Olympiakos Piraeus | 1:0 | ||||
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 |