| 13. Round | 07/12/2008 | PAOK Saloniki | - | Asteras Tripolis | 1:1 | ||||
| 15. Round | 20/12/2008 | Panionios GSS | - | Asteras Tripolis | 3:0 | ||||
| 16. Round | 03/01/2009 | Asteras Tripolis | - | Olympiakos Piraeus | 0:1 |  |
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| 17. Round | 11/01/2009 | AE Lárissa | - | Asteras Tripolis | 2:1 | ||||
| 18. Round | 17/01/2009 | Asteras Tripolis | - | Thrasyvoulos Fylis | 3:0 | |
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| 19. Round | 25/01/2009 | Asteras Tripolis | - | Levadiakos | 2:0 | ||||
| 20. Round | 01/02/2009 | Skoda Xanthi | - | Asteras Tripolis | 0:0 | ||||
| 21. Round | 07/02/2009 | Asteras Tripolis | - | Panserraikos | 3:0 | ||||
| 26. Round | 15/03/2009 | Ergotelis | - | Asteras Tripolis | 0:1 | ||||
| 27. Round | 22/03/2009 | Asteras Tripolis | - | Panathinaikos | 1:1 | ||||
| 29. Round | 12/04/2009 | Iraklis Saloniki | - | Asteras Tripolis | 2:1 | |
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| 30. Round | 26/04/2009 | Asteras Tripolis | - | Panionios GSS | 3:4 |
Greece