| 1. Ronde | 12.08.2023 | FC Helsingør [B-jun] | - | Hobro IK [B-jun] | 4:3 d.p. | ||||
| 5. Ronde | 09.09.2023 | FC Helsingør [B-jun] | - | Nykøbing FC [B-jun] | 6:0 |  |
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| 7. Ronde | 23.09.2023 | FC Helsingør [B-jun] | - | IF Lyseng [B-jun] | 4:5 d.p. | ||||
| 10. Ronde | 14.10.2023 | HB Køge [B-jun] | - | FC Helsingør [B-jun] | 3:2 | ||||
| 11. Ronde | 21.10.2023 | FC Helsingør [B-jun] | - | Næsby BK [B-jun] | 6:0 | ||||
| 6. Ronde | 24.02.2024 | FC Roskilde [B-jun] | - | FC Helsingør [B-jun] | 3:4 |
Denemarken