4. Round | 29/11/2008 | Team Wellington | - | Auckland City FC | 2:1 | ||||
9. Round | 18/01/2009 | Team Wellington | - | YoungHeart Manawatu | 3:2 | ||||
10. Round | 25/01/2009 | Team Wellington | - | Hawke’s Bay United FC | 2:5 | ||||
11. Round | 31/01/2009 | Auckland City FC | - | Team Wellington | 1:3 | ||||
13. Round | 08/02/2009 | Otago United | - | Team Wellington | 2:4 | ||||
12. Round | 22/02/2009 | Team Wellington | - | Canterbury United | 3:1 | ||||
14. Round | 01/03/2009 | Team Wellington | - | Waikato FC | 4:1 |