| 1. Round | 29/08/2020 | Jong PSV | - | SBV Excelsior | 1:6 | ||||
| 3. Round | 11/09/2020 | AZ Alkmaar (J) | - | Jong PSV | 1:4 | ||||
| 2. Round | 14/09/2020 | Jong Ajax | - | Jong PSV | 1:2 |  |
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| 5. Round | 26/09/2020 | NAC Breda | - | Jong PSV | 2:1 | ||||
| 6. Round | 02/10/2020 | Jong PSV | - | Telstar | 3:0 | ||||
| 8. Round | 16/10/2020 | FC Volendam | - | Jong PSV | 5:1 | ||||
| 7. Round | 20/10/2020 | Jong PSV | - | NEC Nijmegen | 1:1 | ||||
| 9. Round | 23/10/2020 | De Graafschap | - | Jong PSV | 2:1 | ||||
| 13. Round | 20/11/2020 | MVV | - | Jong PSV | 3:3 | ||||
| 14. Round | 27/11/2020 | Helmond Sport | - | Jong PSV | 1:0 | ||||
| 15. Round | 05/12/2020 | Jong PSV | - | Roda JC Kerkrade | 1:1 |
Netherlands