| 2. Round | 14/09/2008 | Asteras Tripolis | - | AE Lárissa | 0:0 | ||||
| 10. Round | 15/11/2008 | Aris Saloniki | - | Asteras Tripolis | 1:1 | ||||
| 11. Round | 23/11/2008 | Asteras Tripolis | - | Ergotelis | 3:1 | ||||
| 14. Round | 13/12/2008 | Asteras Tripolis | - | Iraklis Saloniki | 1:2 | ||||
| 15. Round | 20/12/2008 | Panionios GSS | - | Asteras Tripolis | 3:0 | ||||
| 16. Round | 03/01/2009 | Asteras Tripolis | - | Olympiakos Piraeus | 0:1 |  |
Argentina