| 1. Round | 23/09/2016 | Mons Calpe S.C. | - | St. Joseph's FC | 2:0 | ||||
| 2. Round | 02/10/2016 | Lynx FC | - | Mons Calpe S.C. | 0:4 | ||||
| 3. Round | 15/10/2016 | Mons Calpe S.C. | - | Gibraltar United FC | 3:1 |  |
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| 4. Round | 21/10/2016 | Glacis United FC | - | Mons Calpe S.C. | 3:0 dec. | ||||
| 5. Round | 29/10/2016 | Mons Calpe S.C. | - | Europa FC | 0:3 |  |
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| 6. Round | 06/11/2016 | Europa Point FC | - | Mons Calpe S.C. | 1:4 | |
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| 7. Round | 19/11/2016 | Mons Calpe S.C. | - | Manchester 62 FC | 3:0 | |
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| 8. Round | 26/11/2016 | Lincoln Red Imps | - | Mons Calpe S.C. | 4:1 | ||||
| 9. Round | 04/12/2016 | Mons Calpe S.C. | - | Lions Gibraltar | 1:0 | |
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| 10. Round | 10/12/2016 | St. Joseph's FC | - | Mons Calpe S.C. | 2:0 | ||||
| 11. Round | 16/12/2016 | Mons Calpe S.C. | - | Lynx FC | 2:0 | ||||
| 12. Round | 08/01/2017 | Gibraltar United FC | - | Mons Calpe S.C. | 2:2 | ||||
| 13. Round | 16/01/2017 | Mons Calpe S.C. | - | Glacis United FC | 1:3 | |
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| 14. Round | 22/01/2017 | Europa FC | - | Mons Calpe S.C. | 2:0 | ||||
| 15. Round | 28/01/2017 | Mons Calpe S.C. | - | Europa Point FC | 2:0 | ||||
| 16. Round | 06/02/2017 | Manchester 62 FC | - | Mons Calpe S.C. | 0:2 |
Spain