| 1. Round | 29/09/2019 | Apollon Smyrnis | - | Ergotelis | 3:0 | ||||
| 2. Round | 28/10/2019 | Ergotelis | - | Platanias Chanion | 1:2 |  |
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| 3. Round | 04/11/2019 | PAS Giannina | - | Ergotelis | 2:2 | |
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| 4. Round | 11/11/2019 | Ergotelis | - | AO Kerkyra | 2:1 | ||||
| 5. Round | 17/11/2019 | Ergotelis | - | AE Karaiskakis | 4:2 | |
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| 6. Round | 24/11/2019 | Apollon Lárissa | - | Ergotelis | 3:1 | |
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| 7. Round | 29/11/2019 | Ergotelis | - | Panachaiki GE | 2:1 | ||||
| 8. Round | 06/12/2019 | Levadiakos | - | Ergotelis | 1:0 |  |
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| 9. Round | 14/12/2019 | Doxa Dramas FC | - | Ergotelis | 1:2 | ||||
| 10. Round | 23/12/2019 | Ergotelis | - | PAE Chania | 1:0 | ||||
| 11. Round | 05/01/2020 | Apollon Pontou | - | Ergotelis | 1:3 | |
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| 12. Round | 10/01/2020 | Ergotelis | - | Apollon Smyrnis | 0:2 | ||||
| 13. Round | 17/01/2020 | Platanias Chanion | - | Ergotelis | 2:4 | |
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| 14. Round | 26/01/2020 | Ergotelis | - | PAS Giannina | 1:2 | |
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| 15. Round | 31/01/2020 | AO Kerkyra | - | Ergotelis | 0:4 | |
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| 17. Round | 14/02/2020 | Ergotelis | - | Apollon Lárissa | 1:0 | |
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| 18. Round | 23/02/2020 | Panachaiki GE | - | Ergotelis | 2:0 | ||||
| 19. Round | 02/03/2020 | Ergotelis | - | Levadiakos | 1:3 | ||||
| 20. Round | 09/03/2020 | Ergotelis | - | Doxa Dramas FC | 2:2 |
USA