| 1. Round | 22/08/1998 | Panionios GSS | - | AEK Athen | 1:3 |  |
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| 4. Round | 19/09/1998 | AEK Athen | - | Veria FC | 2:0 | ||||
| 5. Round | 25/09/1998 | OFI Heraklion | - | AEK Athen | 0:1 | ||||
| 6. Round | 03/10/1998 | AEK Athen | - | Paniliakos Pyrgos | 3:1 | ||||
| 7. Round | 24/10/1998 | AO Proodeftiki | - | AEK Athen | 1:1 | |
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| 8. Round | 31/10/1998 | AEK Athen | - | Ethnikos Asteras | 3:1 | ||||
| 14. Round | 20/12/1998 | Ethnikos Piraeus | - | AEK Athen | 1:4 | ||||
| 15. Round | 15/01/1999 | AEK Athen | - | Iraklis Saloniki | 2:2 | |
North Macedonia