Home History
| New Zealand South Central Series | 2021/11/28 01:00 | Cashmere Technical v Miramar Rangers | L | 1-2 |
| New Zealand South Central Series | 2021/11/21 02:00 | Wellington Phoenix Reserves v Cashmere Technical | W | 0-1 |
| New Zealand South Central Series | 2021/11/14 00:00 | Cashmere Technical v Western Suburbs | L | 0-1 |
| New Zealand South Central Series | 2021/11/06 01:00 | Selwyn United v Cashmere Technical | W | 0-1 |
| New Zealand Regional Cup | 2021/10/10 00:00 | Cashmere Technical v Christchurch United | W | 2-0 |
| New Zealand Southern League | 2021/09/24 23:30 | Cashmere Technical v Dunedin City Royals FC | W | 5-0 |
| New Zealand Regional Cup | 2021/08/17 07:00 | Universities of Canterbury v Cashmere Technical | W | 0-5 |
| New Zealand Southern League | 2021/08/11 07:30 | Selwyn United v Cashmere Technical | W | 1-2 |
Away History
| 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 |
| 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 |