| 5. Round | 23/04/2021 | Galway United | - | UC Dublin | 2:2 | ||||
| 6. Round | 30/04/2021 | Wexford FC | - | UC Dublin | 0:6 | ||||
| 9. Round | 21/05/2021 | Shelbourne FC | - | UC Dublin | 3:1 | ||||
| 10. Round | 28/05/2021 | Athlone Town | - | UC Dublin | 2:3 | ||||
| 11. Round | 11/06/2021 | UC Dublin | - | Cobh Ramblers | 1:2 | ||||
| 16. Round | 16/07/2021 | Treaty United | - | UC Dublin | 2:1 | ||||
| 19. Round | 13/08/2021 | UC Dublin | - | Athlone Town | 6:0 | ||||
| 20. Round | 21/08/2021 | Cobh Ramblers | - | UC Dublin | 0:2 | ||||
| 21. Round | 03/09/2021 | UC Dublin | - | Bray Wanderers | 4:3 |  |
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| 22. Round | 10/09/2021 | UC Dublin | - | Cabinteely FC | 5:2 | ||||
| 23. Round | 24/09/2021 | Galway United | - | UC Dublin | 4:1 | ||||
| 24. Round | 01/10/2021 | Wexford FC | - | UC Dublin | 2:1 | |
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| 26. Round | 15/10/2021 | UC Dublin | - | Cork City | 1:0 | ||||
| 25. Round | 22/10/2021 | UC Dublin | - | Treaty United | 2:1 | ||||
| 27. Round | 29/10/2021 | Shelbourne FC | - | UC Dublin | 1:1 |
Ireland