| 1. Round | 05/03/2016 | Bray Wanderers | - | Dundalk FC | 1:3 |  |
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| 2. Round | 11/03/2016 | Galway United | - | Bray Wanderers | 4:0 | ||||
| 3. Round | 14/03/2016 | Bray Wanderers | - | Derry City | 0:3 | |
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| 5. Round | 26/03/2016 | Bray Wanderers | - | Sligo Rovers | 4:0 | ||||
| 7. Round | 09/04/2016 | Bray Wanderers | - | Bohemian FC | 0:2 | |
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| 8. Round | 15/04/2016 | Finn Harps | - | Bray Wanderers | 1:0 |
Ireland