| 1. Round | 17/09/2000 | AEK Athen | - | Iraklis Saloniki | 2:0 | ||||
| 2. Round | 23/09/2000 | Iraklis Saloniki | - | Panachaiki GE | 2:0 |  |
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| 4. Round | 28/10/2000 | Iraklis Saloniki | - | PAS Giannina | 2:1 | |
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| 5. Round | 04/11/2000 | Panionios GSS | - | Iraklis Saloniki | 1:1 | ||||
| 6. Round | 11/11/2000 | Aris Saloniki | - | Iraklis Saloniki | 0:2 | ||||
| 7. Round | 18/11/2000 | Iraklis Saloniki | - | OFI Heraklion | 3:0 | |
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| 8. Round | 25/11/2000 | Paniliakos Pyrgos | - | Iraklis Saloniki | 1:2 | ||||
| 11. Round | 15/12/2000 | Iraklis Saloniki | - | Skoda Xanthi | 1:0 | ||||
| 12. Round | 02/01/2001 | Iraklis Saloniki | - | Olympiakos Piraeus | 2:1 | ||||
| 13. Round | 06/01/2001 | Athinaikos | - | Iraklis Saloniki | 2:0 | ||||
| 15. Round | 20/01/2001 | Ionikos Nikea | - | Iraklis Saloniki | 2:2 | ||||
| 17. Round | 03/02/2001 | Panachaiki GE | - | Iraklis Saloniki | 1:2 | |
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| 18. Round | 10/02/2001 | Iraklis Saloniki | - | PS Kalamata | 1:0 | ||||
| 19. Round | 17/02/2001 | PAS Giannina | - | Iraklis Saloniki | 3:2 | |
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| 21. Round | 02/03/2001 | Iraklis Saloniki | - | Aris Saloniki | 1:2 | ||||
| 22. Round | 10/03/2001 | OFI Heraklion | - | Iraklis Saloniki | 1:0 | ||||
| 23. Round | 17/03/2001 | Iraklis Saloniki | - | Paniliakos Pyrgos | 1:0 | |
Liberia