| 1. Round | 15/11/2015 | WaiBOP United | - | Team Wellington | 2:3 | ||||
| 2. Round | 22/11/2015 | Canterbury United | - | Team Wellington | 2:1 | ||||
| 3. Round | 29/11/2015 | Team Wellington | - | Waitakere United | 3:1 |  |
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| 5. Round | 13/12/2015 | Team Wellington | - | Southern United | 4:1 | ||||
| 6. Round | 20/12/2015 | Team Wellington | - | Wellington Phoenix (R) | 3:2 | |
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| 7. Round | 10/01/2016 | Hawke’s Bay United FC | - | Team Wellington | 2:2 | |
England