Head to Head
| New Zealand Central League | 2020/09/20 02:30 | Western Suburbs v Wellington Olympic | L | 2-1 |
| New Zealand Central League | 2019/06/22 05:45 | Wellington Olympic v Western Suburbs | L | 1-3 |
| New Zealand Central League | 2019/04/14 01:59 | Western Suburbs v Wellington Olympic | L | 2-1 |
| New Zealand Central League | 2018/07/07 05:45 | Wellington Olympic v Western Suburbs | L | 0-3 |
| New Zealand Central League | 2018/04/25 02:31 | Western Suburbs v Wellington Olympic | L | 3-0 |
| New Zealand Central League | 2017/06/03 05:45 | Wellington Olympic v Western Suburbs | L | 1-2 |
Home History
| New Zealand Central League | 2020/10/10 01:30 | North Wellington AFC v Wellington Olympic | W | 1-2 |
| New Zealand Central League | 2020/09/26 03:45 | Wellington Olympic v Petone FC | W | 5-0 |
| New Zealand Central League | 2020/09/20 02:30 | Western Suburbs v Wellington Olympic | L | 2-1 |
| New Zealand Central League | 2020/09/05 03:45 | Wellington Olympic v Stop Out | W | 2-0 |
| New Zealand Central League | 2020/08/29 02:30 | Waterside Karori v Wellington Olympic | L | 3-2 |
| New Zealand Central League | 2020/08/22 03:45 | Wellington Olympic v Wairarapa United | W | 8-1 |
| New Zealand Central League | 2020/08/01 03:45 | Wellington Olympic v Miramar Rangers | L | 1-4 |
| New Zealand Central League | 2020/07/25 03:00 | Petone FC v Wellington Olympic | W | 0-4 |
Away History
| New Zealand Central League | 2020/10/10 01:30 | Miramar Rangers v Western Suburbs | L | 1-0 |
| New Zealand Central League | 2020/09/25 07:30 | Western Suburbs v Lower Hutt City | D | 1-1 |
| New Zealand Central League | 2020/09/20 02:30 | Western Suburbs v Wellington Olympic | W | 2-1 |
| New Zealand Central League | 2020/09/12 02:30 | Stop Out v Western Suburbs | W | 0-1 |
| New Zealand Central League | 2020/09/06 02:33 | Western Suburbs v Waterside Karori | W | 2-0 |
| New Zealand Central League | 2020/08/23 02:30 | Western Suburbs v Napier City Rovers | W | 3-1 |
| New Zealand Central League | 2020/08/02 02:30 | Western Suburbs v Petone FC | W | 1-0 |
| New Zealand Central League | 2020/07/24 07:00 | Lower Hutt City v Western Suburbs | W | 0-1 |