| 21. Round | 07/02/2009 | Panthrakikos | - | Olympiakos Piraeus | 0:2 | ||||
| 22. Round | 15/02/2009 | Panthrakikos | - | AE Lárissa | 0:1 | ||||
| 23. Round | 22/02/2009 | Thrasyvoulos Fylis | - | Panthrakikos | 0:2 | ||||
| 24. Round | 01/03/2009 | Panthrakikos | - | Asteras Tripolis | 0:0 |  |
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| 25. Round | 08/03/2009 | Skoda Xanthi | - | Panthrakikos | 1:0 | ||||
| 26. Round | 15/03/2009 | Panthrakikos | - | Panserraikos | 2:1 | ||||
| 29. Round | 12/04/2009 | Panthrakikos | - | Levadiakos | 1:3 |
Greece