| 1. Round | 26/09/2015 | Manchester 62 FC | - | Glacis United FC | 1:0 | ||||
| 2. Round | 14/10/2015 | Glacis United FC | - | Britannia FC | 0:3 | ||||
| 3. Round | 19/10/2015 | Europa FC | - | Glacis United FC | 6:0 | ||||
| 4. Round | 24/10/2015 | Glacis United FC | - | Lincoln Red Imps | 1:6 | ||||
| 6. Round | 06/11/2015 | Lions Gibraltar | - | Glacis United FC | 5:0 | ||||
| 9. Round | 28/11/2015 | Glacis United FC | - | Angels FC | 0:2 |  |
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| 10. Round | 04/12/2015 | Glacis United FC | - | Manchester 62 FC | 1:1 | ||||
| 11. Round | 12/12/2015 | Britannia FC | - | Glacis United FC | 2:3 | ||||
| 12. Round | 20/12/2015 | Glacis United FC | - | Europa FC | 0:2 | ||||
| 13. Round | 02/01/2016 | Lincoln Red Imps | - | Glacis United FC | 11:0 | ||||
| 14. Round | 11/01/2016 | Glacis United FC | - | Gibraltar United FC | 1:2 |
England