| 1. Round | 14/08/2018 | Gibraltar United FC | - | Lions Gibraltar | 4:0 | ||||
| 7. Round | 01/11/2018 | Gibraltar Phoenix | - | Lions Gibraltar | 1:0 |  |
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| 8. Round | 22/11/2018 | Boca Gibraltar | - | Lions Gibraltar | 1:0 | ||||
| 11. Round | 08/12/2018 | Lions Gibraltar | - | Gibraltar United FC | 1:0 | ||||
| 11. Round | 12/12/2018 | Lions Gibraltar | - | Lincoln Red Imps | 0:2 | ||||
| 12. Round | 16/12/2018 | Lynx FC | - | Lions Gibraltar | 1:0 |
Spain