| 9. Round | 06/10/2018 | Næstved BK [Youth B] | - | Hellerup IK [Youth B] | 2:2 | ||||
| 12. Round | 03/11/2018 | Hellerup IK [Youth B] | - | Thisted FC [Youth B] | 3:1 | ||||
| 14. Round | 17/11/2018 | Holbæk B&I [Youth B] | - | Hellerup IK [Youth B] | 1:3 | ||||
| 5. Round | 24/11/2018 | AC Horsens [Youth B] | - | Hellerup IK [Youth B] | 2:1 | ||||
| 15. Round | 09/03/2019 | Hellerup IK [Youth B] | - | FC Helsingør [Youth B] | 1:3 | ||||
| 16. Round | 16/03/2019 | FC Roskilde [Youth B] | - | Hellerup IK [Youth B] | 0:1 | ||||
| 18. Round | 30/03/2019 | Hellerup IK [Youth B] | - | AC Horsens [Youth B] | 3:2 |  |
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| 22. Round | 04/05/2019 | Hellerup IK [Youth B] | - | Næstved BK [Youth B] | 3:0 | ||||
| 23. Round | 11/05/2019 | AB Gladsaxe [Youth B] | - | Hellerup IK [Youth B] | 0:2 | ||||
| 17. Round | 17/05/2019 | Hellerup IK [Youth B] | - | HB Køge [Youth B] | 0:1 |  |
Denmark