| 1. Round | 23/07/2021 | FC Helsingør | - | Fremad Amager | 1:0 | ||||
| 2. Round | 31/07/2021 | Esbjerg fB | - | FC Helsingør | 1:3 | ||||
| 3. Round | 06/08/2021 | AC Horsens | - | FC Helsingør | 0:1 | ||||
| 6. Round | 21/08/2021 | FC Helsingør | - | Lyngby BK | 3:3 | ||||
| 5. Round | 25/08/2021 | HB Køge | - | FC Helsingør | 0:1 | ||||
| 7. Round | 28/08/2021 | Jammerbugt FC | - | FC Helsingør | 0:6 |  |
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| 8. Round | 12/09/2021 | FC Helsingør | - | Hvidovre IF | 2:2 | |
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| 10. Round | 24/09/2021 | FC Helsingør | - | Hobro IK | 2:2 |  |
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| 11. Round | 03/10/2021 | Nykøbing FC | - | FC Helsingør | 3:0 | ||||
| 12. Round | 14/10/2021 | FC Helsingør | - | Esbjerg fB | 3:0 | |
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| 13. Round | 24/10/2021 | Vendsyssel FF | - | FC Helsingør | 2:2 | |
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| 14. Round | 29/10/2021 | Lyngby BK | - | FC Helsingør | 0:0 | ||||
| 15. Round | 08/11/2021 | FC Helsingør | - | FC Fredericia | 4:1 | |
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| 16. Round | 20/11/2021 | Fremad Amager | - | FC Helsingør | 1:4 | |
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| 17. Round | 26/11/2021 | FC Helsingør | - | HB Køge | 1:1 | ||||
| 18. Round | 03/12/2021 | Hobro IK | - | FC Helsingør | 1:2 |
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