| 1. Ronde | 25.08.2019 | Panionios GSS | - | Volos NFC | 1:2 | ||||
| 2. Ronde | 01.09.2019 | PAOK Saloniki | - | Panionios GSS | 2:1 | ||||
| 3. Ronde | 15.09.2019 | Panionios GSS | - | AE Lárissa | 1:0 |  |
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| 4. Ronde | 22.09.2019 | Lamia | - | Panionios GSS | 1:1 | ||||
| 5. Ronde | 29.09.2019 | Panionios GSS | - | Panathinaikos | 0:1 | |
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| 9. Ronde | 02.11.2019 | Panionios GSS | - | Aris Saloniki | 1:1 |  |
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| 10. Ronde | 10.11.2019 | Xanthi FC | - | Panionios GSS | 1:2 | ||||
| 11. Ronde | 23.11.2019 | Panionios GSS | - | Olympiakos | 1:1 | ||||
| 12. Ronde | 30.11.2019 | Panionios GSS | - | Panetolikos | 3:0 | |
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| 13. Ronde | 07.12.2019 | AEK Athene | - | Panionios GSS | 5:0 | ||||
| 14. Ronde | 15.12.2019 | Volos NFC | - | Panionios GSS | 2:1 |
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