| 3. Round | 26/10/2019 | Lions Gibraltar | - | St. Joseph's FC | 0:4 |  |
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| 4. Round | 03/11/2019 | St. Joseph's FC | - | Lynx FC | 1:1 | ||||
| 4. Round | 24/11/2019 | Mons Calpe S.C. | - | St. Joseph's FC | 0:6 | |
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| 4. Round | 30/11/2019 | St. Joseph's FC | - | Europa Point FC | 5:0 | |
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| 5. Round | 07/12/2019 | FCB Magpies | - | St. Joseph's FC | 0:3 | ||||
| 5. Round | 13/12/2019 | St. Joseph's FC | - | Lincoln Red Imps | 2:1 |
Japan