| 2. Round | 15/09/2019 | Europa FC | - | Europa Point FC | 1:0 | ||||
| 4. Round | 01/11/2019 | College 1975 FC | - | Europa FC | 0:12 | ||||
| 4. Round | 23/11/2019 | Europa FC | - | Boca Gibraltar | 6:1 | ||||
| 4. Round | 29/11/2019 | Europa FC | - | Glacis United FC | 6:2 | ||||
| 5. Round | 17/12/2019 | Mons Calpe S.C. | - | Europa FC | 0:7 |  |
| John Iain Stephen Sergeant | |
| Born: | 27.02.1995 |
| Place of birth: |
Gibraltar, 
Gibraltar |
| Nationality: |
Gibraltar
|
| Height: | 176 cm |
| Position(s): | Right Back Centre Back |
| Foot: | right |
