Head to Head
| New Zealand Central League | 2023/09/02 02:30 | Wellington Olympic v Western Suburbs | W | 8-3 |
| New Zealand Central League | 2023/05/28 02:00 | Western Suburbs v Wellington Olympic | W | 2-5 |
| New Zealand Central League | 2022/08/14 02:30 | Western Suburbs v Wellington Olympic | W | 1-11 |
| New Zealand Central League | 2022/05/07 03:45 | Wellington Olympic v Western Suburbs | W | 4-0 |
| New Zealand South Central Series | 2021/11/27 02:00 | Wellington Olympic v Western Suburbs | W | 2-1 |
| 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 |
Home History
| New Zealand Football Championship | 2023/11/26 00:00 | Wellington Olympic v Auckland City | W | 2-0 |
| New Zealand Football Championship | 2023/11/19 02:00 | Wellington Olympic v Wellington Phoenix Reserves | W | 4-2 |
| New Zealand Football Championship | 2023/11/12 02:00 | Auckland City v Wellington Olympic | W | 1-3 |
| New Zealand Football Championship | 2023/11/04 01:00 | Wellington Olympic v Christchurch United | W | 5-2 |
| New Zealand Football Championship | 2023/10/27 23:00 | Wellington Olympic v Petone FC | W | 2-1 |
| New Zealand Football Championship | 2023/10/21 02:00 | Auckland United FC v Wellington Olympic | W | 1-3 |
| New Zealand Football Championship | 2023/10/14 02:00 | Wellington Olympic v Eastern Suburbs Auckland | D | 2-2 |
| New Zealand Football Championship | 2023/10/06 23:00 | Cashmere Technical v Wellington Olympic | D | 3-3 |
Away History
| New Zealand Central League | 2023/09/02 02:30 | Wellington Olympic v Western Suburbs | L | 8-3 |
| New Zealand Central League | 2023/08/26 02:00 | Western Suburbs v Wellington Phoenix Reserves | L | 1-2 |
| New Zealand Central League | 2023/08/12 02:30 | Whanganui Athletic v Western Suburbs | D | 1-1 |
| New Zealand Central League | 2023/08/06 02:00 | Western Suburbs v Waterside Karori | W | 2-1 |
| New Zealand Central League | 2023/07/22 02:30 | Miramar Rangers v Western Suburbs | L | 1-0 |
| New Zealand Central League | 2023/07/16 02:00 | Western Suburbs v Petone FC | L | 0-1 |
| New Zealand Central League | 2023/07/02 02:00 | Western Suburbs v Napier City Rovers | L | 1-3 |
| New Zealand Central League | 2023/06/24 02:30 | Stop Out v Western Suburbs | W | 0-4 |