| 1. Round | 26/09/2017 | Mons Calpe S.C. | - | Gibraltar Phoenix | 1:2 |  |
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| 2. Round | 15/10/2017 | Gibraltar Phoenix | - | Lincoln Red Imps | 0:5 | ||||
| 3. Round | 19/10/2017 | Glacis United FC | - | Gibraltar Phoenix | 1:1 |  |
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| 4. Round | 25/10/2017 | St. Joseph's FC | - | Gibraltar Phoenix | 3:1 | |
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| 5. Round | 04/11/2017 | Gibraltar Phoenix | - | Europa FC | 3:3 | ||||
| 6. Round | 11/11/2017 | Lynx FC | - | Gibraltar Phoenix | 2:1 | ||||
| 7. Round | 16/11/2017 | Gibraltar Phoenix | - | Manchester 62 FC | 1:1 | ||||
| 9. Round | 20/11/2017 | Gibraltar Phoenix | - | Lions Gibraltar | 1:0 | ||||
| 8. Round | 25/11/2017 | Gibraltar United FC | - | Gibraltar Phoenix | 2:2 |
Spain