| 2. Round | 03/10/2015 | Gibraltar United FC | - | Europa FC | 0:2 | ||||
| 6. Round | 07/11/2015 | Lynx FC | - | Gibraltar United FC | 3:0 | ||||
| 7. Round | 13/11/2015 | Gibraltar United FC | - | St. Joseph's FC | 0:2 | ||||
| 8. Round | 23/11/2015 | Angels FC | - | Gibraltar United FC | 1:2 | ||||
| 9. Round | 28/11/2015 | Gibraltar United FC | - | Manchester 62 FC | 1:0 | ||||
| 4. Round | 02/12/2015 | Lions Gibraltar | - | Gibraltar United FC | 3:0 | ||||
| 10. Round | 05/12/2015 | Gibraltar United FC | - | Britannia FC | 1:3 | ||||
| 11. Round | 11/12/2015 | Europa FC | - | Gibraltar United FC | 2:0 | ||||
| 12. Round | 21/12/2015 | Gibraltar United FC | - | Lincoln Red Imps | 0:6 | ||||
| 16. Round | 23/01/2016 | St. Joseph's FC | - | Gibraltar United FC | 4:0 | ||||
| 20. Round | 05/03/2016 | Gibraltar United FC | - | Europa FC | 1:3 | ||||
| 23. Round | 10/04/2016 | Gibraltar United FC | - | Glacis United FC | 0:2 | ||||
| 24. Round | 16/04/2016 | Lynx FC | - | Gibraltar United FC | 0:1 | ||||
| 25. Round | 29/04/2016 | Gibraltar United FC | - | St. Joseph's FC | 1:3 |  |
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| 26. Round | 09/05/2016 | Angels FC | - | Gibraltar United FC | 1:7 |  |
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| 27. Round | 14/05/2016 | Gibraltar United FC | - | Manchester 62 FC | 2:2 |
England
Gibraltar