| 1. Round | 26/03/2021 | Wexford FC | - | Cabinteely FC | 1:2 |  |
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| 2. Round | 02/04/2021 | Treaty United | - | Wexford FC | 1:0 | ||||
| 3. Round | 09/04/2021 | Shelbourne FC | - | Wexford FC | 1:0 | ||||
| 4. Round | 16/04/2021 | Wexford FC | - | Cobh Ramblers | 1:2 | ||||
| 5. Round | 23/04/2021 | Athlone Town | - | Wexford FC | 3:0 | ||||
| 6. Round | 30/04/2021 | Wexford FC | - | UC Dublin | 0:6 | |
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| 9. Round | 21/05/2021 | Wexford FC | - | Bray Wanderers | 0:1 | |
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| 10. Round | 28/05/2021 | Cabinteely FC | - | Wexford FC | 0:2 |  |
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| 12. Round | 18/06/2021 | Wexford FC | - | Shelbourne FC | 0:1 | ||||
| 13. Round | 26/06/2021 | Cobh Ramblers | - | Wexford FC | 3:2 |  |
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| 14. Round | 02/07/2021 | Wexford FC | - | Athlone Town | 4:4 | ||||
| 15. Round | 09/07/2021 | UC Dublin | - | Wexford FC | 2:1 | |
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| 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 | |
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| 21. Round | 03/09/2021 | Shelbourne FC | - | Wexford FC | 4:0 |  |
Ireland