| 1. Round | 09/11/2008 | Hawke’s Bay United FC | - | Waikato FC | 2:1 | ||||
| 3. Round | 23/11/2008 | Hawke’s Bay United FC | - | Team Wellington | 1:2 | ||||
| 4. Round | 29/11/2008 | YoungHeart Manawatu | - | Hawke’s Bay United FC | 1:2 | ||||
| 5. Round | 07/12/2008 | Auckland City FC | - | Hawke’s Bay United FC | 3:1 |  |
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| 6. Round | 14/12/2008 | Hawke’s Bay United FC | - | Canterbury United | 1:2 | ||||
| 7. Round | 21/12/2008 | Otago United | - | Hawke’s Bay United FC | 1:3 | ||||
| 8. Round | 11/01/2009 | Waikato FC | - | Hawke’s Bay United FC | 0:1 | |
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| 13. Round | 08/02/2009 | Canterbury United | - | Hawke’s Bay United FC | 0:4 | ||||
| 2. Round | 15/02/2009 | Hawke’s Bay United FC | - | Waitakere United | 0:1 |
New Zealand