| 2. Round | 16/08/2019 | Almere City FC | - | Jong PSV | 3:2 | ||||
| 3. Round | 23/08/2019 | Helmond Sport | - | Almere City FC | 1:1 | ||||
| 4. Round | 30/08/2019 | Jong Ajax | - | Almere City FC | 3:2 | ||||
| 5. Round | 08/09/2019 | Almere City FC | - | FC Volendam | 1:0 | ||||
| 6. Round | 13/09/2019 | SBV Excelsior | - | Almere City FC | 4:2 | ||||
| 7. Round | 20/09/2019 | Almere City FC | - | AZ Alkmaar (J) | 2:1 | ||||
| 12. Round | 25/10/2019 | Almere City FC | - | FC Eindhoven | 3:1 | ||||
| 13. Round | 01/11/2019 | MVV | - | Almere City FC | 3:2 | ||||
| 14. Round | 08/11/2019 | Almere City FC | - | NAC Breda | 1:0 | ||||
| 15. Round | 17/11/2019 | SC Cambuur | - | Almere City FC | 3:1 | ||||
| 16. Round | 22/11/2019 | Almere City FC | - | FC Den Bosch | 0:2 |  |
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| 17. Round | 02/12/2019 | FC Utrecht (J) | - | Almere City FC | 3:1 | ||||
| 18. Round | 06/12/2019 | Almere City FC | - | TOP Oss | 3:0 | ||||
| 19. Round | 13/12/2019 | NEC Nijmegen | - | Almere City FC | 2:3 | ||||
| 20. Round | 20/12/2019 | Almere City FC | - | Roda JC Kerkrade | 2:0 | ||||
| 21. Round | 12/01/2020 | Go Ahead Eagles | - | Almere City FC | 1:1 | ||||
| 22. Round | 17/01/2020 | Almere City FC | - | De Graafschap | 0:2 | ||||
| 29. Round | 06/03/2020 | FC Den Bosch | - | Almere City FC | 1:2 |
Netherlands