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| 27.10.2009 | 13:15 | PS Kalamata | - | PAS Giannina | 0:3 | |
| 13:15 | Panetolikos | - | Panionios GSS | 7:8 i.E. | ||
| 16:00 | Panserraikos | - | Olympiakos Piraeus | 3:1 | ||
| 18:00 | AO Egaleo | - | Asteras Tripolis | 0:3 | ||
| 28.10.2009 | 13:15 | OFI Heraklion | - | PAOK Saloniki | 0:1 | |
| 13:15 | Agrotikos Asteras | - | AO Kavala | 0:3 | ||
| 13:15 | Visaltiakos Nigritas | - | Atromitos | 4:5 i.E. | ||
| 13:15 | Ethnikos Piraeus | - | Skoda Xanthi | 1:2 | ||
| 13:15 | Ionikos Nikea | - | Levadiakos | 1:2 | ||
| 13:15 | GS Kallithea | - | Panthrakikos | 1:0 | ||
| 13:15 | Pierikos Katerini | - | Ergotelis | 4:2 i.E. | ||
| 16:00 | Eordaikos | - | Panathinaikos | 0:3 | ||
| 16:00 | Olympiakos Volou | - | AE Lárissa | 2:1 | ||
| 18:00 | Aspropyrgos | - | Aris Saloniki | 3:4 | ||
| 29.10.2009 | 16:00 | AO Trikala | - | Iraklis Saloniki | 1:0 | |
| 16:00 | Thrasyvoulos Fylis | - | AEK Athen | 1:0 n.V. |
