| 5. Jornada | 25.10.1999 | Paniliakos Pyrgos | - | AEK Athen | 0:1 | ||||
| 7. Jornada | 08.11.1999 | Paniliakos Pyrgos | - | Panathinaikos | 0:1 |  |
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| 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 | |
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| 14. Jornada | 09.01.2000 | Paniliakos Pyrgos | - | OFI Heraklion | 1:2 | |
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| 20. Jornada | 19.02.2000 | AO Kavala | - | Paniliakos Pyrgos | 2:1 | ||||
| 21. Jornada | 27.02.2000 | Paniliakos Pyrgos | - | AO Trikala | 1:3 | ||||
| 23. Jornada | 11.03.2000 | Paniliakos Pyrgos | - | PAOK Saloniki | 0:4 | ||||
| 24. Jornada | 19.03.2000 | Panathinaikos | - | Paniliakos Pyrgos | 3:1 | |
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| 28. Jornada | 16.04.2000 | Paniliakos Pyrgos | - | Olympiacos | 0:3 | ||||
| 31. Jornada | 07.05.2000 | OFI Heraklion | - | Paniliakos Pyrgos | 3:2 |  |
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| 33. Jornada | 21.05.2000 | Panachaiki GE | - | Paniliakos Pyrgos | 2:0 |
Grecia