| 7. Round | 24/08/2019 | FC Twente [Youth] | - | AZ Alkmaar [Youth] | 2:3 | ||||
| 9. Round | 28/08/2019 | FC Twente [Youth] | - | FC Groningen [Youth] | 1:3 | ||||
| 1. Round | 14/09/2019 | FC Twente [Youth] | - | Feyenoord [Youth] | 3:2 |  |
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| 2. Round | 21/09/2019 | Almere City FC [Youth] | - | FC Twente [Youth] | 1:3 | ||||
| 3. Round | 25/09/2019 | FC Twente [Youth] | - | NAC Breda [Youth] | 4:2 | ||||
| 4. Round | 28/09/2019 | NEC/FC Oss [Youth] | - | FC Twente [Youth] | 3:0 |  |
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| 5. Round | 12/10/2019 | FC Twente [Youth] | - | Vitesse [Youth] | 2:2 | ||||
| 6. Round | 19/10/2019 | PSV Eindhoven [Youth] | - | FC Twente [Youth] | 2:1 | |
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| 10. Round | 23/11/2019 | AFC Ajax [Youth] | - | FC Twente [Youth] | 3:1 | ||||
| 11. Round | 30/11/2019 | FC Twente [Youth] | - | Sparta Rotterdam [Youth] | 3:1 | ||||
| 8. Round | 03/12/2019 | sc Heerenveen [Youth] | - | FC Twente [Youth] | 4:1 | |
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| 12. Round | 07/12/2019 | ADO Den Haag [Youth] | - | FC Twente [Youth] | 1:2 | ||||
| 13. Round | 14/12/2019 | FC Twente [Youth] | - | FC Utrecht [Youth] | 1:1 |
Netherlands