| 3. Ronde | 15.09.2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
| 4. Ronde | 21.09.2019 | Asteras Tripolis | - | Atromitos | 2:1 |  |
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| 5. Ronde | 29.09.2019 | OFI Heraklion | - | Asteras Tripolis | 3:1 | |
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| 6. Ronde | 06.10.2019 | Asteras Tripolis | - | PAOK Saloniki | 1:2 | ||||
| 7. Ronde | 20.10.2019 | Panionios GSS | - | Asteras Tripolis | 0:1 | ||||
| 11. Ronde | 24.11.2019 | Asteras Tripolis | - | Volos NFC | 0:0 | ||||
| 12. Ronde | 01.12.2019 | Panathinaikos | - | Asteras Tripolis | 1:0 | ||||
| 14. Ronde | 15.12.2019 | Asteras Tripolis | - | Olympiakos | 0:5 | ||||
| 15. Ronde | 18.12.2019 | AEK Athene | - | Asteras Tripolis | 2:1 | ||||
| 16. Ronde | 21.12.2019 | Asteras Tripolis | - | Xanthi FC | 5:0 | ||||
| 17. Ronde | 04.01.2020 | Atromitos | - | Asteras Tripolis | 2:1 | ||||
| 18. Ronde | 12.01.2020 | Asteras Tripolis | - | OFI Heraklion | 2:0 | ||||
| 19. Ronde | 19.01.2020 | PAOK Saloniki | - | Asteras Tripolis | 3:1 | ||||
| 21. Ronde | 27.01.2020 | Lamia | - | Asteras Tripolis | 1:1 | |
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| 24. Ronde | 16.02.2020 | Volos NFC | - | Asteras Tripolis | 0:1 | |
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| 26. Ronde | 01.03.2020 | AE Lárissa | - | Asteras Tripolis | 3:0 | |
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