| 1. Round | 24/09/2016 | Lincoln Red Imps | - | Lynx FC | 5:0 | ||||
| 2. Round | 30/09/2016 | Gibraltar United FC | - | Lincoln Red Imps | 0:2 | ||||
| 3. Round | 16/10/2016 | Lincoln Red Imps | - | Glacis United FC | 7:0 |  |
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| 4. Round | 22/10/2016 | Europa FC | - | Lincoln Red Imps | 1:0 | ||||
| 5. Round | 28/10/2016 | Lincoln Red Imps | - | Europa Point FC | 4:0 | ||||
| 6. Round | 03/11/2016 | Manchester 62 FC | - | Lincoln Red Imps | 1:6 | ||||
| 7. Round | 21/11/2016 | Lincoln Red Imps | - | Lions Gibraltar | 4:1 | ||||
| 8. Round | 26/11/2016 | Lincoln Red Imps | - | Mons Calpe S.C. | 4:1 |  |
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| 9. Round | 02/12/2016 | St. Joseph's FC | - | Lincoln Red Imps | 1:2 | |
Uruguay
Italy