| 1. Round | 15/08/2019 | Glacis United FC | - | FCB Magpies | 0:9 |  |
|||
| 1. Round | 22/08/2019 | Lincoln Red Imps | - | Glacis United FC | 8:0 | ||||
| 2. Round | 13/09/2019 | Glacis United FC | - | Mons Calpe S.C. | 0:5 |  |
|||
| 3. Round | 20/10/2019 | St. Joseph's FC | - | Glacis United FC | 8:1 | ||||
| 3. Round | 26/10/2019 | Glacis United FC | - | Manchester 62 FC | 2:3 | |
|||
| 4. Round | 29/11/2019 | Europa FC | - | Glacis United FC | 6:2 | |
Italy