| 1. Round | 16/08/2018 | Lincoln Red Imps | - | Glacis United FC | 4:0 | ||||
| 2. Round | 20/08/2018 | Glacis United FC | - | Europa FC | 0:0 | ||||
| 3. Round | 25/08/2018 | Mons Calpe S.C. | - | Glacis United FC | 0:1 | ||||
| 4. Round | 02/10/2018 | Boca Gibraltar | - | Glacis United FC | 0:2 |  |
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| 5. Round | 20/10/2018 | Glacis United FC | - | Gibraltar Phoenix | 1:3 | ||||
| 6. Round | 26/10/2018 | Lions Gibraltar | - | Glacis United FC | 0:1 | ||||
| 8. Round | 04/11/2018 | Glacis United FC | - | St. Joseph's FC | 0:2 |
Argentina
Spain