| 1. Round | 25/08/2018 | EVV | - | Jong FC Volendam | 0:1 | ||||
| 3. Round | 09/09/2018 | Quick Den Haag | - | Jong FC Volendam | 0:2 | ||||
| 5. Round | 22/09/2018 | OFC Oostzaan | - | Jong FC Volendam | 1:3 | ||||
| 7. Round | 06/10/2018 | Jong FC Volendam | - | RKVV Westlandia | 2:1 | ||||
| 9. Round | 20/10/2018 | Jong FC Volendam | - | JVC Cuijk | 6:1 | ||||
| 11. Round | 03/11/2018 | Jong FC Volendam | - | HBS-Craeyenhout | 0:1 | ||||
| 12. Round | 18/11/2018 | USV Hercules | - | Jong FC Volendam | 1:0 | ||||
| 13. Round | 24/11/2018 | Jong FC Volendam | - | TEC VV | 1:1 | ||||
| 14. Round | 01/12/2018 | Quick'20 | - | Jong FC Volendam | 4:4 |  |
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| 18. Round | 20/01/2019 | VV GOES | - | Jong FC Volendam | 2:3 | ||||
| 20. Round | 03/02/2019 | Blauw Geel '38 | - | Jong FC Volendam | 3:5 | ||||
| 22. Round | 17/02/2019 | ADO '20 | - | Jong FC Volendam | 4:0 | ||||
| 26. Round | 23/03/2019 | JVC Cuijk | - | Jong FC Volendam | 2:3 | ||||
| 28. Round | 06/04/2019 | Jong FC Volendam | - | VV Dongen | 9:0 | ||||
| 29. Round | 14/04/2019 | TEC VV | - | Jong FC Volendam | 1:0 | ||||
| 32. Round | 12/05/2019 | Jong FC Volendam | - | OSS '20 | 3:2 | ||||
| 34. Round | 26/05/2019 | HSC'21 | - | Jong FC Volendam | 1:6 |
Netherlands