| 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 | ||||
| 4. Round | 18/09/2020 | Jong PSV | - | FC Eindhoven | 1:2 | ||||
| 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 |  |
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| 13. Round | 20/11/2020 | MVV | - | Jong PSV | 3:3 | ||||
| 12. Round | 24/11/2020 | Jong PSV | - | FC Utrecht (J) | 1:1 | ||||
| 14. Round | 27/11/2020 | Helmond Sport | - | Jong PSV | 1:0 | ||||
| 10. Round | 30/11/2020 | Jong PSV | - | SC Cambuur | 0:1 | ||||
| 16. Round | 11/12/2020 | TOP Oss | - | Jong PSV | 3:2 | |
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| 17. Round | 21/12/2020 | Jong PSV | - | Almere City FC | 1:2 | ||||
| 18. Round | 05/01/2021 | Jong PSV | - | Go Ahead Eagles | 2:3 | ||||
| 26. Round | 26/02/2021 | Go Ahead Eagles | - | Jong PSV | 1:0 | ||||
| 28. Round | 12/03/2021 | NEC Nijmegen | - | Jong PSV | 2:0 | ||||
| 29. Round | 19/03/2021 | Jong PSV | - | AZ Alkmaar (J) | 3:0 | ||||
| 33. Round | 09/04/2021 | FC Eindhoven | - | Jong PSV | 0:2 |
Brazil