| 1. Jornada | 24.08.2019 | College 1975 FC | - | Mons Calpe S.C. | 1:9 | ||||
| 2. Jornada | 13.09.2019 | Glacis United FC | - | Mons Calpe S.C. | 0:5 | ||||
| 2. Jornada | 22.09.2019 | Mons Calpe S.C. | - | Lions Gibraltar | 1:1 | ||||
| 2. Jornada | 29.09.2019 | Boca Gibraltar | - | Mons Calpe S.C. | 1:1 | ||||
| 3. Jornada | 05.10.2019 | Mons Calpe S.C. | - | Europa Point FC | 0:2 | ||||
| 3. Jornada | 19.10.2019 | FCB Magpies | - | Mons Calpe S.C. | 1:3 | ||||
| 3. Jornada | 27.10.2019 | Mons Calpe S.C. | - | Lincoln Red Imps | 0:2 | ||||
| 4. Jornada | 24.11.2019 | Mons Calpe S.C. | - | St. Joseph's FC | 0:6 | ||||
| 4. Jornada | 30.11.2019 | Manchester 62 FC | - | Mons Calpe S.C. | 1:4 |  |
|||
| 5. Jornada | 17.12.2019 | Mons Calpe S.C. | - | Europa FC | 0:7 |
España