| 6. Round | 31/07/2020 | Dundalk FC | - | St Patrick's Athletic | 1:1 |  |
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| 8. Round | 14/08/2020 | Dundalk FC | - | Waterford FC | 2:2 | ||||
| 9. Round | 22/08/2020 | Sligo Rovers | - | Dundalk FC | 3:1 | ||||
| 11. Round | 11/09/2020 | Dundalk FC | - | Shelbourne FC | 3:2 | ||||
| 13. Round | 27/09/2020 | Dundalk FC | - | Shamrock Rovers | 0:4 | ||||
| 14. Round | 04/10/2020 | Dundalk FC | - | Finn Harps | 0:0 | ||||
| 12. Round | 13/10/2020 | Cork City | - | Dundalk FC | 0:2 | ||||
| 10. Round | 19/10/2020 | Derry City | - | Dundalk FC | 1:2 | ||||
| 17. Round | 25/10/2020 | Waterford FC | - | Dundalk FC | 1:0 | ||||
| 15. Round | 01/11/2020 | St Patrick's Athletic | - | Dundalk FC | 1:1 | ||||
| 18. Round | 09/11/2020 | Dundalk FC | - | Sligo Rovers | 0:2 |
Ireland