| 15. Ronde | 09.07.2021 | Cork City | - | Bray Wanderers | 2:2 | ||||
| 16. Ronde | 16.07.2021 | Bray Wanderers | - | Galway United | 0:0 | ||||
| 17. Ronde | 30.07.2021 | Cabinteely FC | - | Bray Wanderers | 0:3 | ||||
| 18. Ronde | 06.08.2021 | Bray Wanderers | - | Wexford FC | 3:1 | ||||
| 19. Ronde | 13.08.2021 | Bray Wanderers | - | Treaty United | 1:0 | ||||
| 20. Ronde | 20.08.2021 | Shelbourne FC | - | Bray Wanderers | 1:1 | ||||
| 21. Ronde | 03.09.2021 | UC Dublin | - | Bray Wanderers | 4:3 | ||||
| 22. Ronde | 10.09.2021 | Bray Wanderers | - | Athlone Town | 0:1 | ||||
| 23. Ronde | 25.09.2021 | Cobh Ramblers | - | Bray Wanderers | 1:2 |  |
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| 26. Ronde | 15.10.2021 | Bray Wanderers | - | Cabinteely FC | 1:2 | ||||
| 27. Ronde | 29.10.2021 | Wexford FC | - | Bray Wanderers | 4:2 |
Engeland