| 7. Jornada | 30.09.2018 | FC Twente | - | Jong PSV | 2:1 |  |
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| 8. Jornada | 05.10.2018 | Roda JC Kerkrade | - | Jong PSV | 2:3 | ||||
| 9. Jornada | 15.10.2018 | Jong PSV | - | Jong Ajax | 2:1 |  |
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| 10. Jornada | 19.10.2018 | MVV | - | Jong PSV | 2:2 | ||||
| 11. Jornada | 26.10.2018 | Jong PSV | - | FC Dordrecht | 2:2 | ||||
| 13. Jornada | 09.11.2018 | RKC Waalwijk | - | Jong PSV | 3:5 | ||||
| 14. Jornada | 17.11.2018 | Jong PSV | - | AZ Alkmaar (J) | 3:1 | ||||
| 26. Jornada | 22.02.2019 | Jong PSV | - | Roda JC Kerkrade | 2:2 | ||||
| 30. Jornada | 25.03.2019 | AZ Alkmaar (J) | - | Jong PSV | 0:0 | ||||
| 34. Jornada | 12.04.2019 | FC Volendam | - | Jong PSV | 0:3 | ||||
| 35. Jornada | 19.04.2019 | Go Ahead Eagles | - | Jong PSV | 2:1 | ||||
| 37. Jornada | 26.04.2019 | Almere City FC | - | Jong PSV | 2:1 | ||||
| 38. Jornada | 03.05.2019 | Jong PSV | - | Telstar | 2:0 | |
Bélgica