| 2. Round | 02/10/2016 | Europa FC | - | Europa Point FC | 2:1 |  |
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| 3. Round | 15/10/2016 | Europa Point FC | - | Lions Gibraltar | 1:1 | ||||
| 4. Round | 23/10/2016 | Europa Point FC | - | Manchester 62 FC | 2:1 | ||||
| 5. Round | 28/10/2016 | Lincoln Red Imps | - | Europa Point FC | 4:0 | ||||
| 6. Round | 06/11/2016 | Europa Point FC | - | Mons Calpe S.C. | 1:4 | ||||
| 7. Round | 19/11/2016 | St. Joseph's FC | - | Europa Point FC | 6:0 | ||||
| 8. Round | 28/11/2016 | Europa Point FC | - | Lynx FC | 1:2 | ||||
| 10. Round | 11/12/2016 | Glacis United FC | - | Europa Point FC | 5:0 |
Scotland