1. Round | 24/08/2019 | Balzan FC | - | Sliema Wanderers | 2:1 | ||||
2. Round | 29/08/2019 | Sliema Wanderers | - | Valletta FC | 1:3 | ||||
3. Round | 14/09/2019 | Gżira United | - | Sliema Wanderers | 1:1 | ||||
4. Round | 21/09/2019 | Sliema Wanderers | - | Gudja United | 1:1 | ||||
5. Round | 27/09/2019 | Tarxien Rainbows | - | Sliema Wanderers | 1:2 | ||||
6. Round | 05/10/2019 | Sliema Wanderers | - | Sirens FC | 0:1 | ||||
7. Round | 18/10/2019 | Senglea Athletics | - | Sliema Wanderers | 2:0 | ||||
8. Round | 25/10/2019 | Sliema Wanderers | - | Mosta FC | 0:1 | ||||
9. Round | 03/11/2019 | Hibernians FC | - | Sliema Wanderers | 1:0 | ||||
10. Round | 08/11/2019 | Sliema Wanderers | - | Hamrun Spartans | 2:0 |