1. Round | 31/08/2008 | Iraklis Saloniki | - | Panserraikos | 1:2 | ||||
2. Round | 13/09/2008 | Iraklis Saloniki | - | OFI Heraklion | 1:1 | ||||
3. Round | 21/09/2008 | AEK Athen | - | Iraklis Saloniki | 1:0 | ||||
4. Round | 28/09/2008 | Iraklis Saloniki | - | Panthrakikos | 0:0 | ||||
6. Round | 18/10/2008 | Iraklis Saloniki | - | Ergotelis | 0:0 | ||||
7. Round | 26/10/2008 | Panathinaikos | - | Iraklis Saloniki | 2:2 | ||||
8. Round | 02/11/2008 | Iraklis Saloniki | - | PAOK Saloniki | 1:1 | ||||
18. Round | 17/01/2009 | Iraklis Saloniki | - | AEK Athen | 0:1 | ||||
19. Round | 25/01/2009 | Panthrakikos | - | Iraklis Saloniki | 1:0 | ||||
20. Round | 31/01/2009 | Iraklis Saloniki | - | Aris Saloniki | 0:1 | ||||
21. Round | 08/02/2009 | Ergotelis | - | Iraklis Saloniki | 0:1 | ||||
22. Round | 15/02/2009 | Iraklis Saloniki | - | Panathinaikos | 0:0 | ||||
23. Round | 21/02/2009 | PAOK Saloniki | - | Iraklis Saloniki | 1:0 | ||||
24. Round | 01/03/2009 | Levadiakos | - | Iraklis Saloniki | 3:0 | ||||
26. Round | 15/03/2009 | Olympiakos Piraeus | - | Iraklis Saloniki | 5:0 | ||||
28. Round | 05/04/2009 | Thrasyvoulos Fylis | - | Iraklis Saloniki | 1:1 |