| 1. Round | 14/02/2020 | Finn Harps | - | Sligo Rovers | 1:0 | ||||
| 2. Round | 21/02/2020 | Sligo Rovers | - | St Patrick's Athletic | 0:2 | ||||
| 3. Round | 24/02/2020 | Bohemian FC | - | Sligo Rovers | 2:0 |  |
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| 5. Round | 07/03/2020 | Sligo Rovers | - | Shamrock Rovers | 2:3 | ||||
| 6. Round | 31/07/2020 | Derry City | - | Sligo Rovers | 0:2 | ||||
| 7. Round | 08/08/2020 | Sligo Rovers | - | Shelbourne FC | 2:1 | ||||
| 11. Round | 12/09/2020 | St Patrick's Athletic | - | Sligo Rovers | 0:0 | |
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| 12. Round | 18/09/2020 | Sligo Rovers | - | Bohemian FC | 0:1 | ||||
| 15. Round | 29/09/2020 | Sligo Rovers | - | Derry City | 1:0 | ||||
| 14. Round | 02/10/2020 | Shamrock Rovers | - | Sligo Rovers | 4:0 | |
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| 16. Round | 18/10/2020 | Shelbourne FC | - | Sligo Rovers | 1:0 | ||||
| 17. Round | 24/10/2020 | Sligo Rovers | - | Cork City | 2:1 | ||||
| 18. Round | 09/11/2020 | Dundalk FC | - | Sligo Rovers | 0:2 |
England