| 2. Ronde | 22.08.2020 | SfB-Oure FA [B-jun] | - | FC Helsingør [B-jun] | 3:4 | ||||
| 3. Ronde | 29.08.2020 | FC Helsingør [B-jun] | - | Viborg FF [B-jun] | 3:4 | ||||
| 4. Ronde | 05.09.2020 | FC Roskilde [B-jun] | - | FC Helsingør [B-jun] | 0:1 | ||||
| 5. Ronde | 12.09.2020 | FC Helsingør [B-jun] | - | Hvidovre IF [B-jun] | 3:1 | ||||
| 7. Ronde | 26.09.2020 | FC Helsingør [B-jun] | - | HB Køge [B-jun] | 3:3 | ||||
| 10. Ronde | 17.10.2020 | Kolding IF [B-jun] | - | FC Helsingør [B-jun] | 0:6 | ||||
| 21. Ronde | 17.04.2021 | FC Helsingør [B-jun] | - | Næsby BK [B-jun] | 4:1 | ||||
| 22. Ronde | 24.04.2021 | HB Køge [B-jun] | - | FC Helsingør [B-jun] | 0:3 | ||||
| 23. Ronde | 01.05.2021 | FC Helsingør [B-jun] | - | Næstved BK [B-jun] | 10:1 | ||||
| 24. Ronde | 08.05.2021 | Hellerup IK [B-jun] | - | FC Helsingør [B-jun] | 4:6 | ||||
| 18. Ronde | 13.05.2021 | Viborg FF [B-jun] | - | FC Helsingør [B-jun] | 5:2 | ||||
| 26. Ronde | 22.05.2021 | AB Gladsaxe [B-jun] | - | FC Helsingør [B-jun] | 1:2 | ||||
| 27. Ronde | 29.05.2021 | FC Helsingør [B-jun] | - | B.93 København [B-jun] | 7:2 |  |
Denemarken