| 1. Round | 01/09/2018 | sc Heerenveen [Youth] | - | PSV Eindhoven [Youth] | 0:3 |  |
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| 2. Round | 15/09/2018 | PSV Eindhoven [Youth] | - | NEC/FC Oss [Youth] | 4:0 | ||||
| 3. Round | 22/09/2018 | PSV Eindhoven [Youth] | - | FC Volendam [Youth] | 3:0 | ||||
| 4. Round | 25/09/2018 | AFC Ajax [Youth] | - | PSV Eindhoven [Youth] | 4:2 | |
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| 5. Round | 29/09/2018 | ADO Den Haag [Youth] | - | PSV Eindhoven [Youth] | 1:4 | ||||
| 6. Round | 06/10/2018 | PSV Eindhoven [Youth] | - | AZ Alkmaar [Youth] | 0:0 | ||||
| 7. Round | 20/10/2018 | FC Utrecht [Youth] | - | PSV Eindhoven [Youth] | 0:0 | ||||
| 9. Round | 10/11/2018 | Vitesse [Youth] | - | PSV Eindhoven [Youth] | 3:1 | ||||
| 10. Round | 24/11/2018 | PSV Eindhoven [Youth] | - | NAC Breda [Youth] | 4:1 | ||||
| 11. Round | 01/12/2018 | FC Groningen [Youth] | - | PSV Eindhoven [Youth] | 1:1 | ||||
| 12. Round | 08/12/2018 | PSV Eindhoven [Youth] | - | Feyenoord [Youth] | 1:1 | ||||
| 13. Round | 15/12/2018 | Sparta Rotterdam [Youth] | - | PSV Eindhoven [Youth] | 1:4 | |
Netherlands