| 1. Round | 09/11/2008 | Auckland City FC | - | Otago United | 2:0 |  |
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| 2. Round | 15/11/2008 | Waikato FC | - | Auckland City FC | 1:3 | ||||
| 3. Round | 26/11/2008 | Auckland City FC | - | Waitakere United | 1:2 | ||||
| 7. Round | 21/12/2008 | Canterbury United | - | Auckland City FC | 2:1 | |
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| 8. Round | 11/01/2009 | Otago United | - | Auckland City FC | 0:1 | |
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| 9. Round | 17/01/2009 | Auckland City FC | - | Waikato FC | 3:0 | |
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| 10. Round | 24/01/2009 | Waitakere United | - | Auckland City FC | 4:2 | |
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| 11. Round | 31/01/2009 | Auckland City FC | - | Team Wellington | 1:3 |
South Africa