 |
 |
|
|
| 14/08/2009 | 19:45 | Dundalk FC | - | Bohemian FC | 0:0 | |
| 19:45 | Bray Wanderers | - | Tralee Dynamos | 2:0 | ||
| 19:45 | Galway United (old) | - | Longford Town | 0:1 | ||
| 19:45 | Crumlin United | - | Waterford United | 0:0 | ||
| 19:45 | Sporting Fingal | - | Athlone Town | 4:1 | ||
| 20:00 | Monaghan United | - | St Patrick's Athletic | 0:0 | ||
| 15/08/2009 | 19:00 | Shamrock Rovers | - | UC Dublin | 3:1 | |
| 19:45 | Sligo Rovers | - | Derry City | 1:0 | ||
| decisive matches | ||||||
|---|---|---|---|---|---|---|
| 18/08/2009 | 19:45 | Bohemian FC | - | Dundalk FC | 4:2 pso | |
| 19:45 | Waterford United | - | Crumlin United | 2:0 | ||
| 07/09/2009 | 19:45 | St Patrick's Athletic | - | Monaghan United | 1:0 aet | |
