1. Round | 18/09/1999 | Kalamata | - | OFI Heraklion | 0:0 | ||||
2. Round | 25/09/1999 | OFI Heraklion | - | Skoda Xanthi | 2:1 | ||||
3. Round | 02/10/1999 | Panachaiki GE | - | OFI Heraklion | 3:1 | ||||
5. Round | 23/10/1999 | Panionios GSS | - | OFI Heraklion | 1:4 | ||||
9. Round | 27/11/1999 | AEK Athen | - | OFI Heraklion | 1:2 | ||||
13. Round | 28/12/1999 | OFI Heraklion | - | Iraklis Saloniki | 1:1 | ||||
17. Round | 29/01/2000 | OFI Heraklion | - | Aris Saloniki | 2:1 | ||||
19. Round | 12/02/2000 | Skoda Xanthi | - | OFI Heraklion | 1:1 | ||||
24. Round | 18/03/2000 | OFI Heraklion | - | AO Kavala | 2:2 | ||||
32. Round | 13/05/2000 | Olympiakos Piraeus | - | OFI Heraklion | 2:0 | ||||
33. Round | 20/05/2000 | OFI Heraklion | - | Ionikos Nikea | 2:0 | ||||
34. Round | 27/05/2000 | Aris Saloniki | - | OFI Heraklion | 3:1 |