| 1. Round | 15/08/2018 | Lynx FC | - | Gibraltar Phoenix | 0:0 | ||||
| 2. Round | 18/08/2018 | Lions Gibraltar | - | Lynx FC | 0:3 | ||||
| 3. Round | 23/08/2018 | Lynx FC | - | St. Joseph's FC | 2:3 | ||||
| 7. Round | 03/11/2018 | Europa FC | - | Lynx FC | 4:0 | ||||
| 8. Round | 24/11/2018 | Lynx FC | - | Mons Calpe S.C. | 0:3 | ||||
| 9. Round | 29/11/2018 | Glacis United FC | - | Lynx FC | 0:0 | ||||
| 12. Round | 16/12/2018 | Lynx FC | - | Lions Gibraltar | 1:0 | ||||
| 16. Round | 03/02/2019 | Lynx FC | - | Europa FC | 1:1 | ||||
| 18. Round | 21/02/2019 | Lynx FC | - | Glacis United FC | 2:1 | ||||
| 25. Round | 04/05/2019 | Europa FC | - | Lynx FC | 5:0 | ||||
| 26. Round | 12/05/2019 | Lynx FC | - | Mons Calpe S.C. | 2:1 |
Gibraltar