| 3. Round | 23/08/2019 | FC Dordrecht | - | Jong Ajax | 2:5 | ||||
| 14. Round | 08/11/2019 | Jong Ajax | - | FC Den Bosch | 5:1 | ||||
| 16. Round | 22/11/2019 | NAC Breda | - | Jong Ajax | 1:2 |  |
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| 15. Round | 25/11/2019 | Jong Ajax | - | Helmond Sport | 1:1 | ||||
| 17. Round | 29/11/2019 | Telstar | - | Jong Ajax | 2:3 | ||||
| 18. Round | 09/12/2019 | Jong Ajax | - | Roda JC Kerkrade | 2:0 | ||||
| 19. Round | 13/12/2019 | SC Cambuur | - | Jong Ajax | 0:2 | |
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| 20. Round | 20/12/2019 | Jong Ajax | - | TOP Oss | 2:0 | |
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| 22. Round | 20/01/2020 | Jong Ajax | - | FC Dordrecht | 2:0 | ||||
| 23. Round | 24/01/2020 | NEC Nijmegen | - | Jong Ajax | 3:3 | |
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| 24. Round | 03/02/2020 | Jong Ajax | - | Go Ahead Eagles | 5:1 | |
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| 25. Round | 10/02/2020 | FC Utrecht (J) | - | Jong Ajax | 7:2 | |
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| 26. Round | 17/02/2020 | Jong Ajax | - | NAC Breda | 2:4 | |
Netherlands
Ghana 