| 1. Round | 11/08/2018 | FC Roskilde [Youth] | - | FC Helsingør [Youth] | 3:1 | ||||
| 2. Round | 18/08/2018 | FC Helsingør [Youth] | - | Hellerup IK [Youth] | 1:0 |  |
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| 3. Round | 25/08/2018 | AC Horsens [Youth] | - | FC Helsingør [Youth] | 1:0 | ||||
| 5. Round | 08/09/2018 | Viborg FF [Youth] | - | FC Helsingør [Youth] | 0:1 | ||||
| 6. Round | 15/09/2018 | FC Helsingør [Youth] | - | Hvidovre IF [Youth] | 0:1 | ||||
| 4. Round | 02/03/2019 | FC Helsingør [Youth] | - | Næsby BK [Youth] | 2:1 | ||||
| 21. Round | 27/04/2019 | AB Gladsaxe [Youth] | - | FC Helsingør [Youth] | 2:0 | ||||
| 23. Round | 11/05/2019 | Thisted FC [Youth] | - | FC Helsingør [Youth] | 1:0 | ||||
| 26. Round | 08/06/2019 | FC Helsingør [Youth] | - | HB Køge [Youth] | 1:3 |
Denmark