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| 27/10/2009 | 12:15 | Kalamata | - | PAS Giannina | 0:3 | |
| 12:15 | Panetolikos | - | Panionios GSS | 7:8 pso | ||
| 15:00 | Panserraikos | - | Olympiakos Piraeus | 3:1 | ||
| 17:00 | AO Egaleo | - | Asteras Tripolis | 0:3 | ||
| 28/10/2009 | 12:15 | OFI Heraklion | - | PAOK Saloniki | 0:1 | |
| 12:15 | Agrotikos Asteras | - | AO Kavala | 0:3 | ||
| 12:15 | Visaltiakos Nigritas | - | Atromitos | 4:5 pso | ||
| 12:15 | Ethnikos Piraeus | - | Skoda Xanthi | 1:2 | ||
| 12:15 | Ionikos Nikea | - | Levadiakos | 1:2 | ||
| 12:15 | GS Kallithea | - | Panthrakikos | 1:0 | ||
| 12:15 | Pierikos Katerini | - | Ergotelis | 4:2 pso | ||
| 15:00 | Eordaikos | - | Panathinaikos | 0:3 | ||
| 15:00 | Olympiakos Volou | - | AE Lárissa | 2:1 | ||
| 17:00 | Aspropyrgos | - | Aris Saloniki | 3:4 | ||
| 29/10/2009 | 15:00 | AO Trikala | - | Iraklis Saloniki | 1:0 | |
| 15:00 | Thrasyvoulos Fylis | - | AEK Athen | 1:0 aet |
