| 15. Round | 16/01/2016 | Britannia FC | - | Manchester 62 FC | 0:2 | ||||
| 16. Round | 23/01/2016 | Manchester 62 FC | - | Europa FC | 1:1 | ||||
| 17. Round | 29/01/2016 | Lincoln Red Imps | - | Manchester 62 FC | 4:0 | ||||
| 18. Round | 21/02/2016 | Manchester 62 FC | - | Gibraltar United FC | 1:0 |  |
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| 19. Round | 27/02/2016 | Manchester 62 FC | - | Glacis United FC | 1:3 | ||||
| 20. Round | 05/03/2016 | Lynx FC | - | Manchester 62 FC | 3:0 | ||||
| 21. Round | 11/03/2016 | Manchester 62 FC | - | St. Joseph's FC | 3:0 | ||||
| 22. Round | 03/04/2016 | Angels FC | - | Manchester 62 FC | 1:6 | ||||
| 24. Round | 16/04/2016 | Manchester 62 FC | - | Britannia FC | 6:0 | ||||
| 25. Round | 30/04/2016 | Europa FC | - | Manchester 62 FC | 5:0 | ||||
| 26. Round | 06/05/2016 | Manchester 62 FC | - | Lincoln Red Imps | 0:4 | ||||
| 27. Round | 14/05/2016 | Gibraltar United FC | - | Manchester 62 FC | 2:2 | |
Gibraltar