| 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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| 3. Round | 30/09/2000 | PS Kalamata | - | Iraklis Saloniki | 0:0 | ||||
| 4. Round | 28/10/2000 | Iraklis Saloniki | - | PAS Giannina | 2:1 | ||||
| 5. Round | 04/11/2000 | Panionios GSS | - | Iraklis Saloniki | 1:1 | ||||
| 6. Round | 11/11/2000 | Aris Saloniki | - | Iraklis Saloniki | 0:2 | |
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| 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 | ||||
| 9. Round | 02/12/2000 | Iraklis Saloniki | - | Panathinaikos | 0:1 | ||||
| 10. Round | 09/12/2000 | PAOK Saloniki | - | Iraklis Saloniki | 4:2 | |
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| 12. Round | 02/01/2001 | Iraklis Saloniki | - | Olympiakos Piraeus | 2:1 | |
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| 13. Round | 06/01/2001 | Athinaikos | - | Iraklis Saloniki | 2:0 | ||||
| 14. Round | 13/01/2001 | Iraklis Saloniki | - | Ethnikos Asteras | 4:0 |
Greece