| 1. Ronde | 24.08.2019 | Gudja United | - | Hibernians FC | 1:1 | ||||
| 2. Ronde | 28.08.2019 | Hibernians FC | - | Tarxien Rainbows | 4:1 |  |
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| 3. Ronde | 14.09.2019 | Sirens FC | - | Hibernians FC | 2:1 | ||||
| 4. Ronde | 21.09.2019 | Hibernians FC | - | Senglea Athletics | 2:1 | |
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| 5. Ronde | 29.09.2019 | Mosta FC | - | Hibernians FC | 1:2 | ||||
| 6. Ronde | 05.10.2019 | Hibernians FC | - | Birkirkara FC | 0:1 | |
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| 7. Ronde | 21.10.2019 | Hibernians FC | - | Hamrun Spartans | 1:2 | ||||
| 8. Ronde | 28.10.2019 | St. Luċija FC | - | Hibernians FC | 0:2 | ||||
| 9. Ronde | 03.11.2019 | Hibernians FC | - | Sliema Wanderers | 1:0 | ||||
| 10. Ronde | 10.11.2019 | Floriana FC | - | Hibernians FC | 2:2 | |
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| 11. Ronde | 24.11.2019 | Hibernians FC | - | Balzan FC | 2:1 | ||||
| 12. Ronde | 08.12.2019 | Valletta FC | - | Hibernians FC | 1:1 | |
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Italië