| 3. Round | 15/09/2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
| 4. Round | 21/09/2019 | Asteras Tripolis | - | Atromitos | 2:1 | ||||
| 6. Round | 06/10/2019 | Asteras Tripolis | - | PAOK Saloniki | 1:2 | ||||
| 7. Round | 20/10/2019 | Panionios GSS | - | Asteras Tripolis | 0:1 |  |
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| 9. Round | 03/11/2019 | Panetolikos | - | Asteras Tripolis | 1:1 | ||||
| 11. Round | 24/11/2019 | Asteras Tripolis | - | Volos NFC | 0:0 | ||||
| 12. Round | 01/12/2019 | Panathinaikos | - | Asteras Tripolis | 1:0 | ||||
| 19. Round | 19/01/2020 | PAOK Saloniki | - | Asteras Tripolis | 3:1 | ||||
| 21. Round | 27/01/2020 | Lamia | - | Asteras Tripolis | 1:1 | |
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| 22. Round | 02/02/2020 | Asteras Tripolis | - | Panetolikos | 2:1 | ||||
| 24. Round | 16/02/2020 | Volos NFC | - | Asteras Tripolis | 0:1 | ||||
| 25. Round | 22/02/2020 | Asteras Tripolis | - | Panathinaikos | 1:1 |  |
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| 26. Round | 01/03/2020 | AE Lárissa | - | Asteras Tripolis | 3:0 |
Spain