| 1. Round | 14/02/2020 | Finn Harps | - | Sligo Rovers | 1:0 |  |
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| 2. Round | 21/02/2020 | Derry City | - | Finn Harps | 1:1 | ||||
| 4. Round | 28/02/2020 | Cork City | - | Finn Harps | 1:0 |  |
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| 5. Round | 06/03/2020 | Finn Harps | - | Dundalk FC | 0:4 | |
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| 6. Round | 01/08/2020 | Shamrock Rovers | - | Finn Harps | 3:1 | |
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| 3. Round | 04/08/2020 | Finn Harps | - | Shelbourne FC | 0:1 | ||||
| 7. Round | 07/08/2020 | St Patrick's Athletic | - | Finn Harps | 2:0 | ||||
| 8. Round | 15/08/2020 | Finn Harps | - | Bohemian FC | 0:1 | ||||
| 10. Round | 07/09/2020 | Sligo Rovers | - | Finn Harps | 3:1 | |
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| 11. Round | 13/09/2020 | Finn Harps | - | Derry City | 0:0 | ||||
| 12. Round | 19/09/2020 | Shelbourne FC | - | Finn Harps | 1:1 | |
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| 13. Round | 27/09/2020 | Finn Harps | - | Cork City | 1:1 | ||||
| 14. Round | 04/10/2020 | Dundalk FC | - | Finn Harps | 0:0 | ||||
| 17. Round | 24/10/2020 | Bohemian FC | - | Finn Harps | 0:2 |
Ireland