| ROUND | R3 | R4 | QF | SF | F | |||
| r3 | R | r4 | R | qf | R | |||
| Season archive |
| Thursday, 11 September 2008 | ||||||
| qf | Sporting Fingal | 3-3 | St. Patrick's | |||
| Friday, 12 September 2008 | ||||||
| qf | Galway United (old) | 1-1 | Bray Wanderers | |||
| Saturday, 13 September 2008 | ||||||
| qf | Cork City | 1-1 | Derry City | |||
| Sunday, 14 September 2008 | ||||||
| qf | Wayside Celtic | 1-6 | Bohemians | |||
| Tuesday, 16 September 2008 | ||||||
| qfR | Bray Wanderers | 0-2 | Galway United (old) | |||
| Friday, 26 September 2008 | ||||||
| qfR | St. Patrick's | 2-0 | Sporting Fingal | |||
| Tuesday, 30 September 2008 | ||||||
| qfR | Derry City | 0-0 | Cork City | aet, p5-3 | ||
| 5 | +3 | Mark QUIGLEY (St. Patrick's, 1p) |
| 4 | +1 | Peter HYNES (Sporting Fingal) |
| +2 | Jason BYRNE (Bohemians, 1p) | |
| 3 | Mark FARREN (Derry City) | |
| CiarĂ¡n KILDUFF (Kildare County) | ||
| Paul CROWLEY (Dundalk) | ||
| 2 | +1 | Darren MURPHY (Cork City) |
| Adam HUGHES (Drogheda United) | ||
| +1 | Glenn CROWE (Bohemians) | |
| Clive DELANEY (Derry City) | ||
| Thomas STEWART (Derry City) | ||
| John MURPHY (St. Patrick's) | ||
| +1 | John-Paul KELLY (Bohemians) | |
| +1 | Jay O'SHEA (Galway United (old)) |