| 2. Round | 19/08/2023 | Nykøbing FC [Youth] | - | Hellerup IK [Youth] | 8:7 pso | ||||
| 5. Round | 09/09/2023 | Hellerup IK [Youth] | - | B.93 København [Youth] | 1:4 | ||||
| 6. Round | 16/09/2023 | Viborg FF [Youth] | - | Hellerup IK [Youth] | 2:0 | ||||
| 8. Round | 30/09/2023 | Hellerup IK [Youth] | - | Næsby BK [Youth] | 0:1 | ||||
| 9. Round | 07/10/2023 | FC Helsingør [Youth] | - | Hellerup IK [Youth] | 0:1 |  |
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| 10. Round | 14/10/2023 | Hellerup IK [Youth] | - | SfB-Oure FA [Youth] | 4:3 pso | ||||
| 15. Round | 22/11/2023 | AB Gladsaxe [Youth] | - | Hellerup IK [Youth] | 5:3 pso | ||||
| 11. Round | 25/11/2023 | Kolding IF [Youth] | - | Hellerup IK [Youth] | 1:0 |
Denmark