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 | ||||
16. Round | 02/02/2019 | St. Joseph's FC | - | Glacis United FC | 8:0 | ||||
17. Round | 15/02/2019 | Glacis United FC | - | Gibraltar United FC | 0:2 | ||||
20. Round | 07/03/2019 | Glacis United FC | - | Europa FC | 1:6 | ||||
21. Round | 28/03/2019 | Mons Calpe S.C. | - | Glacis United FC | 4:1 | ||||
23. Round | 14/04/2019 | Glacis United FC | - | Gibraltar Phoenix | 1:1 |