| 1. Round | 17/10/2021 | Lincoln Red Imps | - | Europa FC | 3:1 |  |
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| 3. Round | 30/10/2021 | Lincoln Red Imps | - | Lions Gibraltar | 1:0 | ||||
| 4. Round | 21/11/2021 | Glacis United FC | - | Lincoln Red Imps | 2:4 |  |
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| 6. Round | 05/12/2021 | St. Joseph's FC | - | Lincoln Red Imps | 0:1 | ||||
| 9. Round | 07/01/2022 | Manchester 62 FC | - | Lincoln Red Imps | 0:7 | ||||
| 10. Round | 16/01/2022 | Lincoln Red Imps | - | College 1975 FC | 4:0 | ||||
| 11. Round | 22/01/2022 | Europa Point FC | - | Lincoln Red Imps | 1:5 |
England
