Head to Head
| USA USL Championship | 2019/03/31 02:00 | Ventura County FC v Portland Timbers II | L | 3-2 |
| USA USL Championship | 2018/07/28 20:00 | Ventura County FC v Portland Timbers II | W | 3-4 |
| USA USL Championship | 2018/05/18 18:00 | Portland Timbers II v Ventura County FC | W | 7-3 |
| USA USL Championship | 2017/10/08 02:30 | Ventura County FC v Portland Timbers II | L | 3-2 |
| USA USL Championship | 2017/07/09 21:00 | Portland Timbers II v Ventura County FC | L | 3-4 |
| USA USL Championship | 2016/08/07 02:30 | Ventura County FC v Portland Timbers II | W | 3-4 |
| USA USL Championship | 2016/07/16 21:00 | Portland Timbers II v Ventura County FC | L | 1-4 |
Home History
| USA USL Championship | 2019/07/21 02:30 | Fresno FC v Portland Timbers II | L | 2-1 |
| USA USL Championship | 2019/07/14 03:00 | Sacramento Republic v Portland Timbers II | L | 1-0 |
| USA USL Championship | 2019/07/07 02:30 | Portland Timbers II v Tulsa | D | 1-1 |
| USA USL Championship | 2019/06/30 02:30 | Phoenix Rising FC v Portland Timbers II | L | 4-2 |
| USA USL Championship | 2019/06/27 02:00 | Portland Timbers II v Reno 1868 FC | L | 1-2 |
| USA USL Championship | 2019/06/23 00:30 | Orange County SC v Portland Timbers II | W | 0-2 |
| USA USL Championship | 2019/06/16 21:00 | Portland Timbers II v Fresno FC | D | 2-2 |
| USA USL Championship | 2019/06/09 00:30 | Austin Bold FC v Portland Timbers II | D | 2-2 |
Away History
| USA USL Championship | 2019/07/25 00:30 | Tulsa v Ventura County FC | W | 1-3 |
| USA USL Championship | 2019/07/21 02:00 | Ventura County FC v Reno 1868 FC | L | 1-2 |
| USA USL Championship | 2019/07/05 02:30 | Las Vegas Lights FC v Ventura County FC | D | 2-2 |
| USA USL Championship | 2019/06/30 00:30 | Orange County SC v Ventura County FC | W | 1-2 |
| USA USL Championship | 2019/06/23 02:00 | Ventura County FC v New Mexico United | D | 1-1 |
| USA USL Championship | 2019/06/16 02:30 | Reno 1868 FC v Ventura County FC | L | 4-2 |
| USA USL Championship | 2019/06/09 01:30 | El Paso Locomotive FC v Ventura County FC | L | 3-0 |
| USA USL Championship | 2019/06/02 01:00 | OKC Energy FC v Ventura County FC | D | 0-0 |