| 8. Round | 14/05/2021 | Galway United | - | Wexford FC | 1:0 | ||||
| 9. Round | 21/05/2021 | Wexford FC | - | Bray Wanderers | 0:1 | ||||
| 10. Round | 28/05/2021 | Cabinteely FC | - | Wexford FC | 0:2 | ||||
| 12. Round | 18/06/2021 | Wexford FC | - | Shelbourne FC | 0:1 | ||||
| 13. Round | 26/06/2021 | Cobh Ramblers | - | Wexford FC | 3:2 | ||||
| 15. Round | 09/07/2021 | UC Dublin | - | Wexford FC | 2:1 | ||||
| 16. Round | 16/07/2021 | Wexford FC | - | Cork City | 0:0 | ||||
| 17. Round | 30/07/2021 | Wexford FC | - | Galway United | 1:3 | ||||
| 18. Round | 06/08/2021 | Bray Wanderers | - | Wexford FC | 3:1 | ||||
| 19. Round | 13/08/2021 | Wexford FC | - | Cabinteely FC | 2:1 | ||||
| 20. Round | 20/08/2021 | Treaty United | - | Wexford FC | 1:1 | ||||
| 21. Round | 03/09/2021 | Shelbourne FC | - | Wexford FC | 4:0 | ||||
| 22. Round | 10/09/2021 | Wexford FC | - | Cobh Ramblers | 3:1 | ||||
| 23. Round | 24/09/2021 | Athlone Town | - | Wexford FC | 0:2 | ||||
| 24. Round | 01/10/2021 | Wexford FC | - | UC Dublin | 2:1 |  |
|||
| 26. Round | 15/10/2021 | Galway United | - | Wexford FC | 2:1 | ||||
| 27. Round | 29/10/2021 | Wexford FC | - | Bray Wanderers | 4:2 |  |
Ireland