Head to Head
| New Zealand Central League | 2021/08/08 02:30 | Western Suburbs v Wellington Olympic | W | 1-2 |
| New Zealand Central League | 2021/05/08 03:45 | Wellington Olympic v Western Suburbs | W | 3-2 |
| 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 South Central Series | 2021/11/20 01:00 | Miramar Rangers v Wellington Olympic | D | 4-4 |
| New Zealand South Central Series | 2021/11/13 01:00 | Wellington Olympic v Selwyn United | W | 4-1 |
| New Zealand Central League | 2021/08/14 03:45 | Wellington Olympic v Miramar Rangers | W | 1-0 |
| New Zealand Central League | 2021/08/08 02:30 | Western Suburbs v Wellington Olympic | W | 1-2 |
| New Zealand Central League | 2021/07/24 03:45 | Wellington Olympic v Petone FC | W | 7-1 |
| New Zealand Central League | 2021/07/17 03:45 | Wellington Olympic v Waterside Karori | W | 6-0 |
| New Zealand Central League | 2021/07/03 03:45 | Wellington Olympic v Lower Hutt City | W | 3-1 |
| New Zealand Central League | 2021/06/27 02:00 | Napier City Rovers v Wellington Olympic | W | 0-3 |
Away History
| New Zealand South Central Series | 2021/11/21 00:00 | Western Suburbs v Selwyn United | W | 3-1 |
| New Zealand South Central Series | 2021/11/14 00:00 | Cashmere Technical v Western Suburbs | W | 0-1 |
| New Zealand Central League | 2021/09/18 02:30 | Western Suburbs v Waterside Karori | W | 3-1 |
| New Zealand Central League | 2021/08/15 02:00 | Napier City Rovers v Western Suburbs | W | 0-6 |
| New Zealand Central League | 2021/08/08 02:30 | Western Suburbs v Wellington Olympic | L | 1-2 |
| New Zealand Cup | 2021/07/11 02:00 | Western Suburbs v Waterside Karori | W | 2-0 |
| New Zealand Central League | 2021/07/03 03:00 | North Wellington AFC v Western Suburbs | W | 2-3 |
| New Zealand Central League | 2021/06/27 02:30 | Western Suburbs v Wairarapa United | D | 2-2 |