| 1. Round | 26/03/2021 | UC Dublin | - | Athlone Town | 2:2 | ||||
| 4. Round | 16/04/2021 | UC Dublin | - | Cabinteely FC | 4:1 | ||||
| 10. Round | 28/05/2021 | Athlone Town | - | UC Dublin | 2:3 | ||||
| 11. Round | 11/06/2021 | UC Dublin | - | Cobh Ramblers | 1:2 | ||||
| 12. Round | 18/06/2021 | Bray Wanderers | - | UC Dublin | 4:0 | ||||
| 13. Round | 25/06/2021 | Cabinteely FC | - | UC Dublin | 1:2 | ||||
| 14. Round | 02/07/2021 | UC Dublin | - | Galway United | 0:2 | ||||
| 15. Round | 09/07/2021 | UC Dublin | - | Wexford FC | 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 | ||||
| 24. Round | 01/10/2021 | Wexford FC | - | UC Dublin | 2:1 | ||||
| 26. Round | 15/10/2021 | UC Dublin | - | Cork City | 1:0 |
Ireland