Head to Head
| USA - MLS Next Pro League | 2023/05/22 00:00 | Ventura County FC v Portland Timbers II | L | 2-0 |
| USA - USL Championship | 2020/08/27 00:00 | Portland Timbers II v Ventura County FC | L | 2-3 |
| USA - USL Championship | 2019/07/29 01:00 | Portland Timbers II v Ventura County FC | L | 1-2 |
| 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 |
Home History
| USA - MLS Next Pro League | 2023/08/06 02:30 | Portland Timbers II v Tacoma Defiance | L | 3-5 |
| USA - MLS Next Pro League | 2023/07/30 00:15 | North Texas SC v Portland Timbers II | L | 4-0 |
| USA - MLS Next Pro League | 2023/07/15 21:00 | Vancouver Whitecaps II v Portland Timbers II | W | 0-1 |
| USA - MLS Next Pro League | 2023/07/10 02:00 | Portland Timbers II v Sporting Kansas City II | W | 3-1 |
| USA - MLS Next Pro League | 2023/07/02 23:00 | Minnesota United FC II v Portland Timbers II | L | 4-0 |
| USA - MLS Next Pro League | 2023/06/26 01:00 | Portland Timbers II v Real Monarchs SLC | L | 2-3 |
| USA - MLS Next Pro League | 2023/06/19 01:00 | Austin FC II v Portland Timbers II | L | 4-0 |
| USA - MLS Next Pro League | 2023/06/16 00:00 | Houston Dynamo II v Portland Timbers II | W | 1-2 |
Away History
| USA - MLS Next Pro League | 2023/08/07 00:00 | Ventura County FC v The Town | L | 1-4 |
| USA - MLS Next Pro League | 2023/07/31 01:00 | Austin FC II v Ventura County FC | L | 4-0 |
| USA - MLS Next Pro League | 2023/07/17 00:00 | Ventura County FC v Tacoma Defiance | W | 4-3 |
| USA - MLS Next Pro League | 2023/07/13 02:00 | Ventura County FC v Los Angeles FC II | W | 4-3 |
| USA - MLS Next Pro League | 2023/07/10 00:00 | Ventura County FC v St Louis City II | W | 1-0 |
| USA - MLS Next Pro League | 2023/06/30 02:00 | The Town v Ventura County FC | L | 11-10 |
| USA - MLS Next Pro League | 2023/06/26 00:30 | Colorado Rapids II v Ventura County FC | L | 5-1 |
| USA - MLS Next Pro League | 2023/06/10 02:00 | Real Monarchs SLC v Ventura County FC | L | 8-7 |