| 6. Ronde | 15.09.2018 | FC Helsingør [A-jun] | - | Hvidovre IF [A-jun] | 0:1 | ||||
| 7. Ronde | 22.09.2018 | Næstved BK [A-jun] | - | FC Helsingør [A-jun] | 2:2 | ||||
| 8. Ronde | 29.09.2018 | FC Helsingør [A-jun] | - | AB Gladsaxe [A-jun] | 2:4 | ||||
| 9. Ronde | 06.10.2018 | B.93 København [A-jun] | - | FC Helsingør [A-jun] | 2:1 | ||||
| 10. Ronde | 13.10.2018 | FC Helsingør [A-jun] | - | Thisted FC [A-jun] | 6:4 |  |
|||
| 11. Ronde | 27.10.2018 | Randers SK Freja [A-jun] | - | FC Helsingør [A-jun] | 3:2 | ||||
| 12. Ronde | 03.11.2018 | FC Helsingør [A-jun] | - | Holbæk B&I [A-jun] | 1:1 | ||||
| 14. Ronde | 17.11.2018 | FC Helsingør [A-jun] | - | FC Roskilde [A-jun] | 1:3 | ||||
| 26. Ronde | 08.06.2019 | FC Helsingør [A-jun] | - | HB Køge [A-jun] | 1:3 |
Denemarken