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| Home | | | Away | |
| Cherry Orchard | 1 | 1 | Wicklow Rovers | Sat 20 Jun 09 |
| Belgrove FC | 1 | 0 | Phoenix FC | Tue 16 Jun 09 |
| Wayside Celtic | 2 | 3 | Bangor Celtic | Tue 16 Jun 09 |
| Belgrove FC | 3 | 1 | Bluebell United | Sat 13 Jun 09 |
| Belgrove FC | 2 | 1 | Wicklow Rovers | Sat 06 Jun 09 |
| Belgrove FC | 1 | 1 | Bangor Celtic | Tue 02 Jun 09 |
| Greystones AFC | 0 | 3 | Crumlin United | Sat 30 May 09 |
| Belgrove FC | 0 | 3 | Wayside Celtic | Thu 28 May 09 |
| Newtown Rangers | 2 | 5 | Wicklow Rovers | Tue 26 May 09 |
| Greystones AFC | 0 | 0 | Malahide United | Sat 23 May 09 |
Points Deducted:
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