| 13. Round | 02/01/2016 | Gibraltar United FC | - | Lions Gibraltar | 1:0 | ||||
| 14. Round | 11/01/2016 | Glacis United FC | - | Gibraltar United FC | 1:2 | ||||
| 17. Round | 06/02/2016 | Gibraltar United FC | - | Angels FC | 1:2 |  |
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| 18. Round | 21/02/2016 | Manchester 62 FC | - | Gibraltar United FC | 1:0 | ||||
| 19. Round | 28/02/2016 | Britannia FC | - | Gibraltar United FC | 0:2 | |
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| 20. Round | 05/03/2016 | Gibraltar United FC | - | Europa FC | 1:3 | ||||
| 21. Round | 12/03/2016 | Lincoln Red Imps | - | Gibraltar United FC | 4:0 | ||||
| 22. Round | 04/04/2016 | Lions Gibraltar | - | Gibraltar United FC | 1:3 |  |
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| 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 | ||||
| 26. Round | 09/05/2016 | Angels FC | - | Gibraltar United FC | 1:7 | ||||
| 27. Round | 14/05/2016 | Gibraltar United FC | - | Manchester 62 FC | 2:2 | |
Gibraltar