| 1. Round | 04/08/2019 | Heracles Almelo | - | sc Heerenveen | 0:4 | ||||
| 2. Round | 11/08/2019 | Fortuna Sittard | - | Heracles Almelo | 1:1 | ||||
| 5. Round | 31/08/2019 | FC Groningen | - | Heracles Almelo | 1:2 | ||||
| 20. Round | 25/01/2020 | Heracles Almelo | - | Feyenoord | 2:3 |  |
|||
| 21. Round | 02/02/2020 | Willem II | - | Heracles Almelo | 1:0 | ||||
| 24. Round | 23/02/2020 | Heracles Almelo | - | AFC Ajax | 1:0 | ||||
| 25. Round | 29/02/2020 | ADO Den Haag | - | Heracles Almelo | 0:0 |  |
|||
| 26. Round | 08/03/2020 | Heracles Almelo | - | RKC Waalwijk | 4:2 | |
Germany