| 1. Round | 16/10/2020 | Glacis United FC | - | Mons Calpe S.C. | 0:1 | ||||
| 5. Round | 21/11/2020 | Glacis United FC | - | Europa Point FC | 3:0 | ||||
| 4. Round | 25/11/2020 | Manchester 62 FC | - | Glacis United FC | 0:2 | ||||
| 6. Round | 29/11/2020 | Glacis United FC | - | St. Joseph's FC | 0:5 | ||||
| 7. Round | 05/12/2020 | College 1975 FC | - | Glacis United FC | 1:5 | ||||
| 8. Round | 12/12/2020 | Glacis United FC | - | FCB Magpies | 0:1 | ||||
| 9. Round | 18/12/2020 | Europa FC | - | Glacis United FC | 1:0 | ||||
| 10. Round | 25/02/2021 | Glacis United FC | - | Lincoln Red Imps | 0:3 |
Gibraltar
Netherlands