10. Round | 01/05/2009 | Shamrock Rovers | - | Bray Wanderers | 0:1 | ||||
25. Round | 21/08/2009 | Bray Wanderers | - | Sligo Rovers | 2:2 | ||||
29. Round | 25/09/2009 | Bray Wanderers | - | Drogheda United | 1:2 | ||||
30. Round | 02/10/2009 | Galway United (old) | - | Bray Wanderers | 3:1 |