| 2. Round | 18/08/2018 | FC Helsingør [Youth] | - | Hellerup IK [Youth] | 1:0 | ||||
| 3. Round | 25/08/2018 | Hellerup IK [Youth] | - | FC Roskilde [Youth] | 2:1 | ||||
| 4. Round | 01/09/2018 | HB Køge [Youth] | - | Hellerup IK [Youth] | 1:1 | ||||
| 7. Round | 22/09/2018 | Viborg FF [Youth] | - | Hellerup IK [Youth] | 4:2 | ||||
| 8. Round | 29/09/2018 | Hellerup IK [Youth] | - | Hvidovre IF [Youth] | 3:1 |  |
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| 9. Round | 06/10/2018 | Næstved BK [Youth] | - | Hellerup IK [Youth] | 1:3 | ||||
| 10. Round | 13/10/2018 | Hellerup IK [Youth] | - | AB Gladsaxe [Youth] | 1:3 | ||||
| 11. Round | 27/10/2018 | B.93 København [Youth] | - | Hellerup IK [Youth] | 1:1 | ||||
| 5. Round | 24/11/2018 | AC Horsens [Youth] | - | Hellerup IK [Youth] | 1:0 | ||||
| 25. Round | 01/06/2019 | Thisted FC [Youth] | - | Hellerup IK [Youth] | 0:1 |
Denmark