Home History
| New Zealand Cup | 2019/05/11 03:00 | Petone FC v Miramar Rangers | L | 1-5 |
Away History
| New Zealand Central League | 2020/06/27 03:45 | Wellington Olympic v Waterside Karori | W | 8-1 |
| New Zealand Central League | 2020/06/21 02:00 | Wairarapa United v Wellington Olympic | L | 3-2 |
| New Zealand Central League | 2020/06/13 03:45 | Wellington Olympic v Napier City Rovers | L | 1-2 |
| New Zealand Central League | 2019/08/10 05:50 | Wellington Olympic v Waterside Karori | W | 1-0 |
| New Zealand Central League | 2019/08/07 06:29 | Wellington Olympic v Wairarapa United | W | 5-3 |
| New Zealand Central League | 2019/07/27 02:28 | North Wellington AFC v Wellington Olympic | L | 2-0 |
| New Zealand Central League | 2019/07/20 05:47 | Wellington Olympic v Stop Out | W | 5-2 |
| New Zealand Central League | 2019/07/13 05:45 | Wellington Olympic v Lower Hutt City | W | 3-2 |