| 19. Round | 02/07/2021 | Shamrock Rovers | - | Dundalk FC | 3:1 | ||||
| 21. Round | 16/07/2021 | Derry City | - | Shamrock Rovers | 2:4 |  |
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| 22. Round | 30/07/2021 | Shamrock Rovers | - | St Patrick's Athletic | 3:1 | ||||
| 23. Round | 08/08/2021 | Shamrock Rovers | - | Longford Town | 1:0 | ||||
| 24. Round | 15/08/2021 | Drogheda United | - | Shamrock Rovers | 0:1 | ||||
| 26. Round | 03/09/2021 | Finn Harps | - | Shamrock Rovers | 2:1 | ||||
| 27. Round | 10/09/2021 | Shamrock Rovers | - | Waterford FC | 2:0 | ||||
| 20. Round | 18/09/2021 | Sligo Rovers | - | Shamrock Rovers | 0:1 |  |
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| 28. Round | 24/09/2021 | St Patrick's Athletic | - | Shamrock Rovers | 0:1 | ||||
| 29. Round | 01/10/2021 | Shamrock Rovers | - | Derry City | 2:1 | ||||
| 30. Round | 08/10/2021 | Dundalk FC | - | Shamrock Rovers | 1:0 | ||||
| 31. Round | 15/10/2021 | Shamrock Rovers | - | Sligo Rovers | 2:0 | ||||
| 25. Round | 18/10/2021 | Shamrock Rovers | - | Bohemian FC | 1:1 | |
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| 32. Round | 23/10/2021 | Longford Town | - | Shamrock Rovers | 0:1 | ||||
| 33. Round | 29/10/2021 | Shamrock Rovers | - | Finn Harps | 3:0 | ||||
| 35. Round | 12/11/2021 | Bohemian FC | - | Shamrock Rovers | 3:1 | ||||
| 36. Round | 19/11/2021 | Shamrock Rovers | - | Drogheda United | 2:1 |
Ireland