| Super League | 31.10.99 | PAOK Saloniki | - | Paniliakos Pyrgos | 0:1 | ||||
| Super League | 12.12.99 | Olympiakos Piraeus | - | Paniliakos Pyrgos | 2:1 | ||||
| Super League | 07.05.00 | OFI Heraklion | - | Paniliakos Pyrgos | 3:2 |  |
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| Super League | 01.10.00 | Paniliakos Pyrgos | - | OFI Heraklion | 0:0 |
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