| 1. Journée | 09.11.2008 | Auckland City FC | - | Otago United | 2:0 |  |
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| 2. Journée | 16.11.2008 | Otago United | - | Canterbury United | 2:1 | ||||
| 3. Journée | 23.11.2008 | Otago United | - | YoungHeart Manawatu | 2:3 |  |
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| 4. Journée | 30.11.2008 | Waikato FC | - | Otago United | 3:1 | ||||
| 6. Journée | 14.12.2008 | Team Wellington | - | Otago United | 1:1 | ||||
| 7. Journée | 21.12.2008 | Otago United | - | Hawke’s Bay United FC | 1:3 | ||||
| 8. Journée | 11.01.2009 | Otago United | - | Auckland City FC | 0:1 | ||||
| 9. Journée | 18.01.2009 | Canterbury United | - | Otago United | 1:2 | ||||
| 10. Journée | 24.01.2009 | YoungHeart Manawatu | - | Otago United | 2:0 |  |
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| 13. Journée | 08.02.2009 | Otago United | - | Team Wellington | 2:4 |
Irlande