| 1. Round | 24/08/2019 | Olympiakos Piraeus | - | Asteras Tripolis | 1:0 | ||||
| 2. Round | 01/09/2019 | Asteras Tripolis | - | AEK Athen | 2:3 | ||||
| 3. Round | 15/09/2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
| 4. Round | 21/09/2019 | Asteras Tripolis | - | Atromitos | 2:1 | ||||
| 5. Round | 29/09/2019 | OFI Heraklion | - | Asteras Tripolis | 3:1 | ||||
| 6. Round | 06/10/2019 | Asteras Tripolis | - | PAOK Saloniki | 1:2 | ||||
| 7. Round | 20/10/2019 | Panionios GSS | - | Asteras Tripolis | 0:1 | ||||
| 8. Round | 28/10/2019 | Asteras Tripolis | - | Lamia | 4:1 | ||||
| 9. Round | 03/11/2019 | Panetolikos | - | Asteras Tripolis | 1:1 |  |
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| 10. Round | 10/11/2019 | Aris Saloniki | - | Asteras Tripolis | 2:1 | ||||
| 11. Round | 24/11/2019 | Asteras Tripolis | - | Volos NFC | 0:0 | ||||
| 18. Round | 12/01/2020 | Asteras Tripolis | - | OFI Heraklion | 2:0 | ||||
| 19. Round | 19/01/2020 | PAOK Saloniki | - | Asteras Tripolis | 3:1 | |
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| 20. Round | 23/01/2020 | Asteras Tripolis | - | Panionios GSS | 2:0 | ||||
| 21. Round | 27/01/2020 | Lamia | - | Asteras Tripolis | 1:1 | ||||
| 22. Round | 02/02/2020 | Asteras Tripolis | - | Panetolikos | 2:1 | ||||
| 23. Round | 09/02/2020 | Asteras Tripolis | - | Aris Saloniki | 1:1 |
Spain