4. Round | 27/03/2009 | Cork City | - | Bray Wanderers | 2:1 | ||||
14. Round | 29/05/2009 | St Patrick's Athletic | - | Bray Wanderers | 1:1 | ||||
19. Round | 10/07/2009 | Bray Wanderers | - | Shamrock Rovers | 1:2 | ||||
31. Round | 09/10/2009 | Bray Wanderers | - | Cork City | 3:2 | ||||
35. Round | 30/10/2009 | Derry City | - | Bray Wanderers | 3:0 |