| 14. Ronde | 04.02.2023 | FC Helsingør [A-jun] | - | Næsby BK [A-jun] | 4:1 d.p. | ||||
| 16. Ronde | 04.03.2023 | AC Amager Academy [A-jun] | - | FC Helsingør [A-jun] | 7:6 d.p. | ||||
| 17. Ronde | 11.03.2023 | FC Helsingør [A-jun] | - | Kolding IF [A-jun] | 2:5 | ||||
| 18. Ronde | 18.03.2023 | SfB-Oure FA [A-jun] | - | FC Helsingør [A-jun] | 3:5 d.p. | ||||
| 19. Ronde | 25.03.2023 | FC Helsingør [A-jun] | - | Nykøbing FC [A-jun] | 3:1 |  |
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| 20. Ronde | 01.04.2023 | HB Køge [A-jun] | - | FC Helsingør [A-jun] | 3:2 | ||||
| 21. Ronde | 16.04.2023 | FC Helsingør [A-jun] | - | AB Gladsaxe [A-jun] | 3:5 | |
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| 22. Ronde | 22.04.2023 | FC Roskilde [A-jun] | - | FC Helsingør [A-jun] | 5:0 | ||||
| 24. Ronde | 06.05.2023 | Næstved BK [A-jun] | - | FC Helsingør [A-jun] | 1:0 | ||||
| 25. Ronde | 13.05.2023 | FC Helsingør [A-jun] | - | B.93 København [A-jun] | 2:4 d.p. | ||||
| 26. Ronde | 17.05.2023 | Hellerup IK [A-jun] | - | FC Helsingør [A-jun] | 4:3 | ||||
| 27. Ronde | 27.05.2023 | FC Helsingør [A-jun] | - | Hobro IK [A-jun] | 0:3 | |
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| 28. Ronde | 03.06.2023 | Viborg FF [A-jun] | - | FC Helsingør [A-jun] | 2:3 |
Denemarken