| 1. Jornada | 19.09.1999 | Panionios GSS | - | Paniliakos Pyrgos | 1:2 | ||||
| 2. Jornada | 25.09.1999 | Apollon Smyrnis | - | Paniliakos Pyrgos | 0:0 | ||||
| 3. Jornada | 03.10.1999 | Paniliakos Pyrgos | - | AO Kavala | 2:0 |  |
|||
| 4. Jornada | 16.10.1999 | AO Trikala | - | Paniliakos Pyrgos | 1:1 | |
|||
| 5. Jornada | 25.10.1999 | Paniliakos Pyrgos | - | AEK Athen | 0:1 | ||||
| 6. Jornada | 31.10.1999 | PAOK Saloniki | - | Paniliakos Pyrgos | 0:1 | ||||
| 7. Jornada | 08.11.1999 | Paniliakos Pyrgos | - | Panathinaikos | 0:1 | ||||
| 8. Jornada | 21.11.1999 | Ethnikos Asteras | - | Paniliakos Pyrgos | 3:1 | ||||
| 9. Jornada | 28.11.1999 | Paniliakos Pyrgos | - | Iraklis Saloniki | 4:3 | ||||
| 10. Jornada | 05.12.1999 | Paniliakos Pyrgos | - | PS Kalamata | 3:1 | ||||
| 11. Jornada | 12.12.1999 | Olympiacos | - | Paniliakos Pyrgos | 2:1 | ||||
| 12. Jornada | 22.12.1999 | Paniliakos Pyrgos | - | Ionikos Nikea | 3:0 | ||||
| 13. Jornada | 30.12.1999 | Aris Saloniki | - | Paniliakos Pyrgos | 2:1 | ||||
| 14. Jornada | 09.01.2000 | Paniliakos Pyrgos | - | OFI Heraklion | 1:2 |
Serbia
Yugoslavia