| 1. Round | 10/08/2019 | Holbæk B&I [Youth] | - | FC Roskilde [Youth] | 0:4 | ||||
| 2. Round | 17/08/2019 | Hvidovre IF [Youth] | - | Holbæk B&I [Youth] | 5:0 | ||||
| 4. Round | 31/08/2019 | Næstved BK [Youth] | - | Holbæk B&I [Youth] | 5:2 | ||||
| 10. Round | 09/10/2019 | Holbæk B&I [Youth] | - | B.93 København [Youth] | 3:2 | ||||
| 11. Round | 19/10/2019 | AC Horsens [Youth] | - | Holbæk B&I [Youth] | 1:1 | ||||
| 12. Round | 26/10/2019 | Holbæk B&I [Youth] | - | Hobro IK [Youth] | 1:2 | ||||
| 13. Round | 02/11/2019 | Kolding IF [Youth] | - | Holbæk B&I [Youth] | 4:2 | ||||
| 14. Round | 09/11/2019 | Holbæk B&I [Youth] | - | Hellerup IK [Youth] | 0:3 | ||||
| 15. Round | 16/11/2019 | FC Helsingør [Youth] | - | Holbæk B&I [Youth] | 4:0 | ||||
| 16. Round | 29/11/2019 | FC Roskilde [Youth] | - | Holbæk B&I [Youth] | 3:2 |
Denmark