Jornada 1
| 14 Abr 09 |  Tullamore |
0 - 2 |  UC Dublin |
... |
| 14 Abr 09 |  Athlone |
3 - 0 |  Longford |
... |
| 14 Abr 09 |  Castlebar |
0 - 4 |  Finn Harps |
... |
| 14 Abr 09 |  Kerry |
1 - 3 |  Cork City |
... |
| 13 Abr 09 |  Shamrock |
3 - 0 |  Kildare |
... |
| 13 Abr 09 |  Bray |
0 - 2 |  Drogheda |
... |
| 13 Abr 09 |  Monaghan |
1 - 2 |  Sporting |
... |
| 13 Abr 09 |  Shelbourne |
3 - 0 |  Dundalk |
... |
| 13 Abr 09 |  Galway |
5 - 3 |  Salthill |
... |
| 13 Abr 09 |  FC Carlow |
3 - 2 |  Cobh |
... |
| 13 Abr 09 |  Limerick |
3 - 5 |  Wexford |
... |
Jornada 2
| 05 May 09 | Athlone |
0 - 1 | UC Dublin |
... |
| 04 May 09 |  Bohemian |
4 - 3 | Shelbourne |
... |
| 04 May 09 | Drogheda |
0 - 2 | Sporting |
... |
| 04 May 09 |  Sligo |
4 - 1 | Finn Harps |
... |
| 04 May 09 | Cork City |
4 - 5 | Wexford |
... |
| 04 May 09 |  Patrick's |
0 - 1 | Shamrock |
... |
| 04 May 09 | Galway |
1 - 0 |  Derry City |
... |
| 04 May 09 | FC Carlow |
1 - 2 |  Waterford |
... |
Jornada 3
Jornada 5
Shamrock Rovers
Dundalk
Bohemian FC
St Patrick's
Shelbourne
Cork City
Derry City
UC Dublin
Drogheda United
Bray Wanderers
Longford Town
Sligo Rovers
Athlone Town
Finn Harps
Waterford United
Galway United
Limerick
Cobh Ramblers
Wexford Youths
Monaghan United
Kildare County
Salthill Devon
Sporting Fingal
Kerry League
Tullamore Town
Castlebar Celtic
FC Carlow