| 2. Ronde | 17.08.2019 | FC Helsingør [A-jun] | - | B.93 København [A-jun] | 4:1 | ||||
| 3. Ronde | 24.08.2019 | AC Horsens [A-jun] | - | FC Helsingør [A-jun] | 2:4 | ||||
| 7. Ronde | 21.09.2019 | FC Helsingør [A-jun] | - | Viborg FF [A-jun] | 2:3 | ||||
| 10. Ronde | 13.10.2019 | Slagelse B&I [A-jun] | - | FC Helsingør [A-jun] | 0:1 | ||||
| 11. Ronde | 19.10.2019 | FC Helsingør [A-jun] | - | Næstved BK [A-jun] | 4:1 | ||||
| 13. Ronde | 02.11.2019 | FC Helsingør [A-jun] | - | Næsby BK [A-jun] | 4:1 | ||||
| 4. Ronde | 30.11.2019 | FC Helsingør [A-jun] | - | Hobro IK [A-jun] | 4:3 |
Denemarken