| 1. Round | 14/09/2019 | NEC/FC Oss [Youth] | - | sc Heerenveen [Youth] | 0:1 | ||||
| 2. Round | 21/09/2019 | ADO Den Haag [Youth] | - | NEC/FC Oss [Youth] | 1:0 | ||||
| 3. Round | 24/09/2019 | NEC/FC Oss [Youth] | - | AZ Alkmaar [Youth] | 2:2 |  |
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| 4. Round | 28/09/2019 | NEC/FC Oss [Youth] | - | FC Twente [Youth] | 3:0 | ||||
| 7. Round | 01/10/2019 | Feyenoord [Youth] | - | NEC/FC Oss [Youth] | 2:2 |  |
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| 5. Round | 05/10/2019 | PSV Eindhoven [Youth] | - | NEC/FC Oss [Youth] | 3:0 | ||||
| 6. Round | 19/10/2019 | NEC/FC Oss [Youth] | - | FC Groningen [Youth] | 2:2 | |
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| 8. Round | 02/11/2019 | Sparta Rotterdam [Youth] | - | NEC/FC Oss [Youth] | 1:3 | |
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| 9. Round | 09/11/2019 | NEC/FC Oss [Youth] | - | AFC Ajax [Youth] | 1:0 | |
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| 10. Round | 23/11/2019 | Vitesse [Youth] | - | NEC/FC Oss [Youth] | 1:0 | ||||
| 11. Round | 30/11/2019 | NEC/FC Oss [Youth] | - | NAC Breda [Youth] | 0:2 | ||||
| 13. Round | 14/12/2019 | NEC/FC Oss [Youth] | - | Almere City FC [Youth] | 2:2 |
Netherlands