| 1. Round | 29/09/2019 | Panachaiki GE | - | PAS Giannina | 1:1 | ||||
| 3. Round | 04/11/2019 | PAS Giannina | - | Ergotelis | 2:2 |  |
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| 4. Round | 08/11/2019 | PAE Chania | - | PAS Giannina | 0:1 |  |
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| 6. Round | 24/11/2019 | Apollon Smyrnis | - | PAS Giannina | 0:0 | |
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| 11. Round | 05/01/2020 | Apollon Lárissa | - | PAS Giannina | 0:3 | ||||
| 12. Round | 12/01/2020 | PAS Giannina | - | Panachaiki GE | 1:0 | ||||
| 13. Round | 20/01/2020 | PAS Giannina | - | Levadiakos | 0:1 | ||||
| 14. Round | 26/01/2020 | Ergotelis | - | PAS Giannina | 1:2 | |
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| 15. Round | 02/02/2020 | PAS Giannina | - | PAE Chania | 1:1 | |
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| 17. Round | 16/02/2020 | PAS Giannina | - | Apollon Smyrnis | 5:1 | |
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| 18. Round | 24/02/2020 | Platanias Chanion | - | PAS Giannina | 0:2 | |
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| 20. Round | 08/03/2020 | PAS Giannina | - | AO Kerkyra | 4:1 |
Germany