| 1. Round | 09/08/2019 | TOP Oss | - | Jong Ajax | 2:1 | ||||
| 2. Round | 19/08/2019 | Jong Ajax | - | NEC Nijmegen | 3:3 |  |
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| 3. Round | 23/08/2019 | FC Dordrecht | - | Jong Ajax | 2:5 | ||||
| 4. Round | 30/08/2019 | Jong Ajax | - | Almere City FC | 3:2 | |
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| 6. Round | 13/09/2019 | De Graafschap | - | Jong Ajax | 3:2 | |
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| 5. Round | 16/09/2019 | Jong Ajax | - | Jong PSV | 2:0 | ||||
| 7. Round | 20/09/2019 | Go Ahead Eagles | - | Jong Ajax | 1:1 | ||||
| 8. Round | 27/09/2019 | MVV | - | Jong Ajax | 1:4 | |
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| 9. Round | 04/10/2019 | Jong Ajax | - | FC Eindhoven | 6:0 | |
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| 11. Round | 18/10/2019 | AZ Alkmaar (J) | - | Jong Ajax | 3:2 | |
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| 10. Round | 21/10/2019 | Jong Ajax | - | FC Utrecht (J) | 4:0 | |
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| 12. Round | 25/10/2019 | SBV Excelsior | - | Jong Ajax | 1:3 | |
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| 13. Round | 04/11/2019 | Jong Ajax | - | FC Volendam | 1:3 | ||||
| 14. Round | 08/11/2019 | Jong Ajax | - | FC Den Bosch | 5:1 | |
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| 16. Round | 22/11/2019 | NAC Breda | - | Jong Ajax | 1:2 | ||||
| 15. Round | 25/11/2019 | Jong Ajax | - | Helmond Sport | 1:1 | ||||
| 17. Round | 29/11/2019 | Telstar | - | Jong Ajax | 2:3 |
Burkina Faso