 |
 |
| Super League | 19.09.1999 | PS Kalamata | - | OFI Heraklion | 0:0 | 2.649 |
| Super League | 03.10.1999 | PS Kalamata | - | Skoda Xanthi | 0:0 | 2.988 |
| Super League | 24.10.1999 | PS Kalamata | - | Panachaiki GE | 1:1 | 2.452 |
| Super League | 07.11.1999 | PS Kalamata | - | AO Proodeftiki | 2:0 | 1.051 |
| Super League | 28.11.1999 | PS Kalamata | - | Panionios GSS | 1:3 | 1.911 |
| Super League | 11.12.1999 | PS Kalamata | - | Apollon Smyrnis | 1:1 | 520 |
| Super League | 28.12.1999 | PS Kalamata | - | AO Kavala | 3:2 | 1.053 |
Grecia