Head to Head
| New Zealand Central League | 2018/08/05 01:01 | Havelock North Wanderers v Wellington Olympic | W | 2-3 |
| New Zealand Central League | 2018/05/19 01:33 | Wellington Olympic v Havelock North Wanderers | L | 1-2 |
Home History
| 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 |
| New Zealand South Central Series | 2021/11/27 02:00 | Wellington Olympic v Western Suburbs | W | 2-1 |
| 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 |
Away History
| New Zealand Central League | 2018/08/18 02:30 | Western Suburbs v Havelock North Wanderers | L | 7-1 |
| New Zealand Central League | 2018/08/05 01:01 | Havelock North Wanderers v Wellington Olympic | L | 2-3 |
| New Zealand Central League | 2018/07/29 00:36 | Napier City Rovers v Havelock North Wanderers | D | 0-0 |
| New Zealand Central League | 2018/07/22 01:02 | Havelock North Wanderers v Waterside Karori | W | 1-0 |
| New Zealand Central League | 2018/07/08 01:03 | Wairarapa United v Havelock North Wanderers | L | 4-2 |
| New Zealand Central League | 2018/06/16 02:30 | Miramar Rangers v Havelock North Wanderers | L | 7-0 |
| New Zealand Central League | 2018/06/09 01:00 | Havelock North Wanderers v Wellington United | W | 4-2 |
| New Zealand Cup | 2018/06/04 01:00 | Havelock North Wanderers v Western Suburbs | L | 0-3 |