| 4. Round | 10/11/2019 | Apollon Smyrnis | - | Doxa Dramas FC | 1:1 |  |
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| 5. Round | 17/11/2019 | Platanias Chanion | - | Apollon Smyrnis | 0:1 | ||||
| 6. Round | 24/11/2019 | Apollon Smyrnis | - | PAS Giannina | 0:0 | |
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| 7. Round | 02/12/2019 | AO Kerkyra | - | Apollon Smyrnis | 0:2 | ||||
| 8. Round | 08/12/2019 | Apollon Smyrnis | - | AE Karaiskakis | 1:2 | ||||
| 9. Round | 15/12/2019 | Apollon Lárissa | - | Apollon Smyrnis | 1:0 | ||||
| 10. Round | 20/12/2019 | Panachaiki GE | - | Apollon Smyrnis | 1:3 | ||||
| 11. Round | 05/01/2020 | Apollon Smyrnis | - | Levadiakos | 0:1 | |
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| 12. Round | 10/01/2020 | Ergotelis | - | Apollon Smyrnis | 0:2 | ||||
| 13. Round | 19/01/2020 | Apollon Smyrnis | - | PAE Chania | 0:0 | ||||
| 15. Round | 03/02/2020 | Doxa Dramas FC | - | Apollon Smyrnis | 0:1 | ||||
| 16. Round | 09/02/2020 | Apollon Smyrnis | - | Platanias Chanion | 4:0 | ||||
| 17. Round | 16/02/2020 | PAS Giannina | - | Apollon Smyrnis | 5:1 | ||||
| 18. Round | 23/02/2020 | Apollon Smyrnis | - | AO Kerkyra | 2:1 | ||||
| 19. Round | 01/03/2020 | AE Karaiskakis | - | Apollon Smyrnis | 1:2 | ||||
| 20. Round | 09/03/2020 | Apollon Smyrnis | - | Apollon Lárissa | 3:0 | |
Greece