| 5. Round | 17/10/2020 | Heracles Almelo | - | RKC Waalwijk | 0:1 | ||||
| 16. Round | 12/01/2021 | Heracles Almelo | - | FC Emmen | 4:0 | ||||
| 20. Round | 30/01/2021 | Heracles Almelo | - | FC Groningen | 1:0 | ||||
| 23. Round | 21/02/2021 | RKC Waalwijk | - | Heracles Almelo | 3:0 |  |
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| 24. Round | 27/02/2021 | Heracles Almelo | - | FC Twente | 2:2 | ||||
| 25. Round | 07/03/2021 | Heracles Almelo | - | PEC Zwolle | 2:1 | ||||
| 26. Round | 13/03/2021 | ADO Den Haag | - | Heracles Almelo | 1:2 | ||||
| 27. Round | 21/03/2021 | Heracles Almelo | - | Sparta Rotterdam | 1:1 | ||||
| 28. Round | 04/04/2021 | PSV Eindhoven | - | Heracles Almelo | 3:0 | ||||
| 29. Round | 10/04/2021 | Heracles Almelo | - | Willem II | 4:0 | ||||
| 30. Round | 25/04/2021 | FC Emmen | - | Heracles Almelo | 3:1 | ||||
| 31. Round | 01/05/2021 | Heracles Almelo | - | VVV-Venlo | 4:0 | ||||
| 32. Round | 08/05/2021 | FC Twente | - | Heracles Almelo | 1:1 | ||||
| 33. Round | 13/05/2021 | Heracles Almelo | - | Feyenoord | 1:1 | ||||
| 34. Round | 16/05/2021 | AZ Alkmaar | - | Heracles Almelo | 5:0 | |
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