19. Round | 12/02/2000 | Skoda Xanthi | - | OFI Heraklion | 1:1 | ||||
20. Round | 19/02/2000 | OFI Heraklion | - | Panachaiki GE | 2:2 | ||||
21. Round | 26/02/2000 | AO Proodeftiki | - | OFI Heraklion | 0:0 | ||||
22. Round | 04/03/2000 | OFI Heraklion | - | Panionios GSS | 0:2 | ||||
23. Round | 12/03/2000 | Apollon Smyrnis | - | OFI Heraklion | 1:2 | ||||
30. Round | 02/05/2000 | Iraklis Saloniki | - | OFI Heraklion | 0:3 | ||||
31. Round | 06/05/2000 | OFI Heraklion | - | Paniliakos Pyrgos | 3:2 |