| 1. Round | 03/11/2007 | Waitakere United | - | Team Wellington | 1:2 | ||||
| 4. Round | 25/11/2007 | Team Wellington | - | Hawke’s Bay United FC | 4:3 | ||||
| 5. Round | 02/12/2007 | Canterbury United | - | Team Wellington | 0:1 | ||||
| 7. Round | 15/12/2007 | Team Wellington | - | Auckland City FC | 1:1 | ||||
| 6. Round | 23/12/2007 | Team Wellington | - | Waitakere United | 1:5 | ||||
| 8. Round | 06/01/2008 | YoungHeart Manawatu | - | Team Wellington | 0:8 |  |
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| 14. Round | 13/01/2008 | Team Wellington | - | Waitakere United | 0:1 | ||||
| 9. Round | 20/01/2008 | Team Wellington | - | Waikato FC | 2:0 | ||||
| 13. Round | 10/02/2008 | Team Wellington | - | Otago United | 1:0 | ||||
| 15. Round | 24/02/2008 | Otago United | - | Team Wellington | 0:5 | |
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| 16. Round | 02/03/2008 | YoungHeart Manawatu | - | Team Wellington | 0:4 | |
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| 17. Round | 08/03/2008 | Team Wellington | - | Waikato FC | 2:0 | |
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| 18. Round | 15/03/2008 | Hawke’s Bay United FC | - | Team Wellington | 0:3 | ||||
| 19. Round | 23/03/2008 | Team Wellington | - | Canterbury United | 2:0 | ||||
| 20. Round | 30/03/2008 | Team Wellington | - | Otago United | 3:1 | |
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| 21. Round | 06/04/2008 | Auckland City FC | - | Team Wellington | 3:2 |
Costa Rica