| 1. Round | 14/09/2019 | PSV Eindhoven [Youth] | - | ADO Den Haag [Youth] | 2:1 | ||||
| 6. Round | 19/10/2019 | PSV Eindhoven [Youth] | - | FC Twente [Youth] | 2:1 | ||||
| 7. Round | 26/10/2019 | Almere City FC [Youth] | - | PSV Eindhoven [Youth] | 3:2 | ||||
| 9. Round | 09/11/2019 | PSV Eindhoven [Youth] | - | sc Heerenveen [Youth] | 0:2 | ||||
| 10. Round | 23/11/2019 | FC Groningen [Youth] | - | PSV Eindhoven [Youth] | 1:0 |  |
|||
| 8. Round | 03/12/2019 | AZ Alkmaar [Youth] | - | PSV Eindhoven [Youth] | 0:3 | ||||
| 13. Round | 14/12/2019 | PSV Eindhoven [Youth] | - | Feyenoord [Youth] | 3:0 | |
Netherlands