| 1. Journée | 09.11.2008 | Auckland City FC | - | Otago United | 2:0 | ||||
| 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 |  |
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| 11. Journée | 01.02.2009 | Otago United | - | Waikato FC | 3:3 | |
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| 12. Journée | 06.02.2009 | Waitakere United | - | Otago United | 3:0 | ||||
| 13. Journée | 08.02.2009 | Otago United | - | Team Wellington | 2:4 | |
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| 5. Journée | 22.02.2009 | Otago United | - | Waitakere United | 2:3 | |
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| 14. Journée | 01.03.2009 | Hawke’s Bay United FC | - | Otago United | 2:0 | |
Angleterre