| 2. Round | 14/09/2008 | Levadiakos | - | Thrasyvoulos Fylis | 1:0 | ||||
| 5. Round | 05/10/2008 | Thrasyvoulos Fylis | - | Panserraikos | 0:1 | ||||
| 6. Round | 19/10/2008 | OFI Heraklion | - | Thrasyvoulos Fylis | 1:3 | ||||
| 7. Round | 26/10/2008 | Thrasyvoulos Fylis | - | AEK Athen | 3:3 | ||||
| 9. Round | 09/11/2008 | Thrasyvoulos Fylis | - | Aris Saloniki | 1:2 | ||||
| 11. Round | 22/11/2008 | Panathinaikos | - | Thrasyvoulos Fylis | 3:0 | ||||
| 14. Round | 14/12/2008 | Thrasyvoulos Fylis | - | Panionios GSS | 1:3 |
Greece