| 5. Round | 27/09/2019 | Tarxien Rainbows | - | Sliema Wanderers | 1:2 | ||||
| 10. Round | 08/11/2019 | Sliema Wanderers | - | Hamrun Spartans | 2:0 | ||||
| 11. Round | 23/11/2019 | St. Luċija FC | - | Sliema Wanderers | 0:4 |  |
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| 12. Round | 07/12/2019 | Sliema Wanderers | - | Birkirkara FC | 2:1 | ||||
| 13. Round | 15/12/2019 | Sliema Wanderers | - | Floriana FC | 1:2 | ||||
| 15. Round | 20/01/2020 | Valletta FC | - | Sliema Wanderers | 2:1 |
Malta