| 18. Ronde | 08.07.2016 | Bohemian FC | - | Bray Wanderers | 0:0 |  |
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| 19. Ronde | 16.07.2016 | Bray Wanderers | - | Finn Harps | 1:0 | ||||
| 21. Ronde | 29.07.2016 | Bray Wanderers | - | Shamrock Rovers | 1:1 | ||||
| 23. Ronde | 10.08.2016 | Bray Wanderers | - | Dundalk FC | 2:1 | |
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| 24. Ronde | 19.08.2016 | Galway United | - | Bray Wanderers | 0:2 | ||||
| 22. Ronde | 30.08.2016 | Cork City | - | Bray Wanderers | 4:0 | |
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| 20. Ronde | 06.09.2016 | St Patrick's Athletic | - | Bray Wanderers | 1:2 | ||||
| 27. Ronde | 17.09.2016 | Bray Wanderers | - | Sligo Rovers | 4:0 | ||||
| 28. Ronde | 23.09.2016 | Wexford Youths | - | Bray Wanderers | 1:3 | ||||
| 29. Ronde | 30.09.2016 | Bray Wanderers | - | Bohemian FC | 2:1 | |
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| 30. Ronde | 07.10.2016 | Finn Harps | - | Bray Wanderers | 2:1 | ||||
| 32. Ronde | 21.10.2016 | Shamrock Rovers | - | Bray Wanderers | 0:0 | ||||
| 33. Ronde | 28.10.2016 | Bray Wanderers | - | Cork City | 4:1 | |
Ierland