| 1. Round | 27/09/2015 | Britannia FC | - | Gibraltar United FC | 1:1 | ||||
| 2. Round | 03/10/2015 | Gibraltar United FC | - | Europa FC | 0:2 |  |
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| 5. Round | 31/01/2016 | Gibraltar United FC | - | Glacis United FC | 1:0 | ||||
| 17. Round | 06/02/2016 | Gibraltar United FC | - | Angels FC | 1:2 | |
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| 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 |  |
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| 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