| 1. Round | 25/09/2015 | St. Joseph's FC | - | Lions Gibraltar | 1:1 | ||||
| 2. Round | 01/10/2015 | St. Joseph's FC | - | Angels FC | 4:0 |  |
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| 4. Round | 24/10/2015 | St. Joseph's FC | - | Britannia FC | 1:1 | ||||
| 5. Round | 29/10/2015 | Europa FC | - | St. Joseph's FC | 2:0 | ||||
| 7. Round | 13/11/2015 | Gibraltar United FC | - | St. Joseph's FC | 0:2 | |
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| 8. Round | 20/11/2015 | St. Joseph's FC | - | Glacis United FC | 3:0 | |
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| 9. Round | 30/11/2015 | Lynx FC | - | St. Joseph's FC | 1:0 |  |
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| 12. Round | 19/12/2015 | St. Joseph's FC | - | Manchester 62 FC | 2:0 | |
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| 13. Round | 03/01/2016 | Britannia FC | - | St. Joseph's FC | 4:3 | |
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| 16. Round | 23/01/2016 | St. Joseph's FC | - | Gibraltar United FC | 4:0 | ||||
| 17. Round | 05/02/2016 | Glacis United FC | - | St. Joseph's FC | 3:5 | ||||
| 20. Round | 06/03/2016 | St. Joseph's FC | - | Angels FC | 0:1 | |
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| 21. Round | 11/03/2016 | Manchester 62 FC | - | St. Joseph's FC | 3:0 | ||||
| 24. Round | 17/04/2016 | St. Joseph's FC | - | Lincoln Red Imps | 0:3 |
Spain