| ROUND | R3 | R4 | QF | SF | F | |||
| r3 | R | r4 | R | qf | R | |||
| Season archive |
| Friday, 15 August 2008 | |||||
| r4 | Bohemians | 1-0 | Drogheda United | ||
| r4 | Shamrock Rovers | 0-1 | Cork City | ||
| r4 | Bray Wanderers | 0-0 | Dundalk | ||
| r4 | Galway United (old) | 4-1 | Athlone Town | ||
| Saturday, 16 August 2008 | |||||
| r4 | Carrick United | 1-3 | Sporting Fingal | ||
| Sunday, 17 August 2008 | |||||
| r4 | Wayside Celtic | 1-0 | Monaghan United | ||
| r4 | Wexford | 1-3 | St. Patrick's | ||
| Monday, 18 August 2008 | |||||
| r4R | Dundalk | 1-3 | Bray Wanderers | ||
| Tuesday, 19 August 2008 | |||||
| r4 | Derry City | 6-0 | Kildare County | ||
| 3 | +2 | Mark FARREN (Derry City) |
| +1 | Peter HYNES (Sporting Fingal) | |
| CiarĂ¡n KILDUFF (Kildare County) | ||
| +1 | Paul CROWLEY (Dundalk) | |
| 2 | Adam HUGHES (Drogheda United) | |
| +2 | Clive DELANEY (Derry City) | |
| +2 | Thomas STEWART (Derry City) | |
| +2 | John MURPHY (St. Patrick's) | |
| Jason BYRNE (Bohemians) | ||
| +1 | Mark QUIGLEY (St. Patrick's) |