| 1. Round | 09/08/2019 | Go Ahead Eagles | - | MVV | 3:2 | ||||
| 4. Round | 30/08/2019 | FC Eindhoven | - | Go Ahead Eagles | 2:1 |  |
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| 5. Round | 07/09/2019 | Go Ahead Eagles | - | SBV Excelsior | 2:2 | ||||
| 7. Round | 20/09/2019 | Go Ahead Eagles | - | Jong Ajax | 1:1 | ||||
| 12. Round | 25/10/2019 | Go Ahead Eagles | - | FC Den Bosch | 0:0 | ||||
| 13. Round | 01/11/2019 | NAC Breda | - | Go Ahead Eagles | 1:1 | ||||
| 19. Round | 13/12/2019 | Helmond Sport | - | Go Ahead Eagles | 1:2 | ||||
| 21. Round | 12/01/2020 | Go Ahead Eagles | - | Almere City FC | 1:1 | ||||
| 23. Round | 26/01/2020 | Go Ahead Eagles | - | NAC Breda | 1:0 | ||||
| 24. Round | 03/02/2020 | Jong Ajax | - | Go Ahead Eagles | 5:1 | |
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| 25. Round | 07/02/2020 | Go Ahead Eagles | - | FC Eindhoven | 3:1 | |
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| 28. Round | 28/02/2020 | FC Volendam | - | Go Ahead Eagles | 2:2 | ||||
| 29. Round | 08/03/2020 | Go Ahead Eagles | - | De Graafschap | 1:2 | |
Netherlands