| 1. Round | 16/10/2021 | Manchester 62 FC | - | College 1975 FC | 2:0 | ||||
| 3. Round | 30/10/2021 | College 1975 FC | - | Europa Point FC | 2:1 |  |
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| 4. Round | 21/11/2021 | Europa FC | - | College 1975 FC | 2:0 | ||||
| 5. Round | 28/11/2021 | College 1975 FC | - | Lynx FC | 0:2 | ||||
| 6. Round | 04/12/2021 | Lions Gibraltar | - | College 1975 FC | 0:3 dec. | ||||
| 7. Round | 11/12/2021 | College 1975 FC | - | Glacis United FC | 0:2 | ||||
| 8. Round | 18/12/2021 | Mons Calpe S.C. | - | College 1975 FC | 3:0 | ||||
| 9. Round | 08/01/2022 | College 1975 FC | - | St. Joseph's FC | 0:3 | ||||
| 11. Round | 21/01/2022 | College 1975 FC | - | FCB Magpies | 0:2 |
Gibraltar