| 3. Ronde | 26.08.2023 | FC Helsingør [A-jun] | - | AB Gladsaxe [A-jun] | 2:0 | ||||
| 4. Ronde | 30.08.2023 | AC Amager Academy [A-jun] | - | FC Helsingør [A-jun] | 1:2 | ||||
| 5. Ronde | 09.09.2023 | FC Helsingør [A-jun] | - | Nykøbing FC [A-jun] | 4:1 |  |
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| 7. Ronde | 23.09.2023 | FC Helsingør [A-jun] | - | IF Lyseng [A-jun] | 2:1 | ||||
| 10. Ronde | 14.10.2023 | HB Køge [A-jun] | - | FC Helsingør [A-jun] | 4:2 | ||||
| 11. Ronde | 21.10.2023 | FC Helsingør [A-jun] | - | Næsby BK [A-jun] | 3:0 | |
 |
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| 13. Ronde | 04.11.2023 | SfB-Oure FA [A-jun] | - | FC Helsingør [A-jun] | 3:4 d.p. | |
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| 8. Ronde | 09.12.2023 | B.93 København [A-jun] | - | FC Helsingør [A-jun] | 0:2 | |
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| 25. Ronde | 18.05.2024 | FC Helsingør [A-jun] | - | HB Køge [A-jun] | 6:1 | ||||
| 26. Ronde | 25.05.2024 | Næsby BK [A-jun] | - | FC Helsingør [A-jun] | 1:2 | ||||
| 27. Ronde | 05.06.2024 | FC Helsingør [A-jun] | - | Viborg FF [A-jun] | 2:1 | |
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| 29. Ronde | 15.06.2024 | Kolding IF [A-jun] | - | FC Helsingør [A-jun] | 3:1 | ||||
| 30. Ronde | 22.06.2024 | FC Helsingør [A-jun] | - | Hvidovre IF [A-jun] | 1:3 | |
Denemarken