Head to Head
| 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 |
| 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 |
Home History
| New Zealand Central League | 2022/04/30 02:30 | Waterside Karori v Wellington Olympic | D | 1-1 |
| New Zealand Central League | 2022/04/23 03:00 | Wellington Olympic v Napier City Rovers | W | 3-0 |
| New Zealand Central League | 2022/04/15 03:00 | Wellington Phoenix Reserves v Wellington Olympic | D | 2-2 |
| New Zealand Central League | 2022/04/09 03:00 | North Wellington AFC v Wellington Olympic | W | 1-2 |
| New Zealand Central League | 2022/04/02 02:45 | Wellington Olympic v Wellington United | W | 4-0 |
| New Zealand Central League | 2022/03/26 02:00 | Petone FC v Wellington Olympic | W | 1-5 |
| New Zealand South Central Series | 2021/12/12 01:00 | Miramar Rangers v Wellington Olympic | L | 7-2 |
| New Zealand South Central Series | 2021/12/05 00:00 | Cashmere Technical v Wellington Olympic | L | 5-1 |
Away History
| New Zealand Central League | 2022/05/01 02:30 | Western Suburbs v Petone FC | L | 0-4 |
| New Zealand Central League | 2022/04/23 02:30 | Wellington United v Western Suburbs | D | 1-1 |
| New Zealand Central League | 2022/04/18 02:00 | Havelock North Wanderers v Western Suburbs | D | 1-1 |
| New Zealand Central League | 2022/04/15 02:30 | Western Suburbs v North Wellington AFC | W | 3-2 |
| New Zealand Central League | 2022/04/10 02:30 | Western Suburbs v Wellington Phoenix Reserves | L | 1-2 |
| New Zealand Central League | 2022/04/03 02:30 | Western Suburbs v Miramar Rangers | L | 0-8 |
| New Zealand South Central Series | 2021/12/04 01:00 | Wellington Phoenix Reserves v Western Suburbs | L | 6-0 |
| New Zealand South Central Series | 2021/11/27 02:00 | Wellington Olympic v Western Suburbs | L | 2-1 |