| 5. Round | 16/09/2019 | Jong Ajax | - | Jong PSV | 2:0 | ||||
| 9. Round | 04/10/2019 | Jong Ajax | - | FC Eindhoven | 6:0 | ||||
| 11. Round | 18/10/2019 | AZ Alkmaar (J) | - | Jong Ajax | 3:2 | ||||
| 10. Round | 21/10/2019 | Jong Ajax | - | FC Utrecht (J) | 4:0 | ||||
| 12. Round | 25/10/2019 | SBV Excelsior | - | Jong Ajax | 1:3 | ||||
| 21. Round | 13/01/2020 | Jong PSV | - | Jong Ajax | 0:0 |  |
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| 27. Round | 21/02/2020 | Helmond Sport | - | Jong Ajax | 0:2 | ||||
| 28. Round | 28/02/2020 | Jong Ajax | - | Telstar | 2:2 |
USA
India