1. Round | 19/09/1999 | PAOK Saloniki | - | AEK Athen | 4:4 | ||||
2. Round | 25/09/1999 | PAOK Saloniki | - | Kalamata | 4:2 | ||||
3. Round | 02/10/1999 | Panathinaikos | - | PAOK Saloniki | 1:1 | ||||
5. Round | 23/10/1999 | Iraklis Saloniki | - | PAOK Saloniki | 3:1 | ||||
6. Round | 30/10/1999 | PAOK Saloniki | - | Paniliakos Pyrgos | 0:1 | ||||
7. Round | 07/11/1999 | Olympiakos Piraeus | - | PAOK Saloniki | 4:1 | ||||
8. Round | 20/11/1999 | PAOK Saloniki | - | Ionikos Nikea | 3:0 | ||||
9. Round | 27/11/1999 | Aris Saloniki | - | PAOK Saloniki | 0:0 |