Jornada 1
| 17 Ene 09 |  Tobermore |
4 - 1 |  Killyleagh |
... |
| 17 Ene 09 |  Portadown |
8 - 1 |  Dergview |
... |
| 17 Ene 09 |  Newry City |
8 - 0 |  Portstewart |
... |
| 17 Ene 09 |  Linfield |
0 - 0 |  PSNI |
... |
| 17 Ene 09 |  Larne |
3 - 1 |  Loughgall |
... |
| 17 Ene 09 |  Islandmagee |
3 - 0 |  Institute |
... |
| 17 Ene 09 |  Dungannon |
7 - 2 |  Downpatrick |
... |
| 17 Ene 09 |  Crusaders |
1 - 0 |  Ballymoney |
... |
| 17 Ene 09 |  Coleraine |
3 - 0 |  Ards FC |
... |
| 17 Ene 09 |  Cliftonvill |
3 - 1 |  Warrenpoint |
... |
| 17 Ene 09 |  Banbridge |
0 - 3 |  Lisburn |
... |
| 20 Ene 09 |  Ballinamall |
0 - 1 |  Donegal |
... |
| 21 Ene 09 |  Bangor |
1 - 1 |  Carrick |
... |
| 03 Feb 09 |  Glentoran |
3 - 0 |  Limavady |
... |
| 03 Feb 09 |  Glenavon |
3 - 1 |  Newington |
... |
| 03 Feb 09 | Carrick |
1 - 5 | Bangor |
... |
| 03 Feb 09 |  Ballyclare |
0 - 2 |  Ballymena |
... |
| 04 Feb 09 | PSNI |
0 - 3 | Linfield |
... |
Jornada 2
| 14 Feb 09 | Portadown |
5 - 0 | Loughgall |
... |
| 14 Feb 09 | Newry City |
1 - 0 | Bangor |
... |
| 14 Feb 09 | Lisburn |
1 - 0 | Tobermore |
... |
| 14 Feb 09 | Institute |
1 - 0 | Dungannon |
... |
| 14 Feb 09 | Glentoran |
2 - 1 | Coleraine |
... |
| 14 Feb 09 | Glenavon |
1 - 3 | Linfield |
... |
| 14 Feb 09 | Cliftonvill |
2 - 0 | Donegal |
... |
| 14 Feb 09 | Ballymena |
0 - 1 | Crusaders |
... |
Jornada 3
Jornada 4
Jornada 5
| 09 May 09 | Cliftonvill |
0 - 1 | Crusaders |
... |
Linfield
Glentoran
Crusaders
Cliftonville
Coleraine
Glenavon
Portadown
Ballymena United
Dungannon Swifts
Lisburn Distillery
Institute
Larne
Ards FC
Newry City
Carrick Rangers
Ballinamallard United
Ballyclare Comrades
Loughgall
Bangor
Limavady
Dergview FC
Warrenpoint Town
Banbridge Town
PSNI
Tobermore United
Donegal Celtic
Portstewart
Newington Youth
Ballymoney United
Islandmagee
Killyleagh Youth
Downpatrick