Home History
| USA - USL League Two | 2021/07/26 00:30 | Des Moines Menace v Portland Timbers U23 | L | 2-0 |
| USA - USL League Two | 2021/07/23 21:30 | Portland Timbers U23 v Park City Red Wolves | W | 7-5 |
| USA - USL League Two | 2021/07/17 02:00 | Portland Timbers U23 v Lane United FC | W | 3-0 |
| USA - USL League Two | 2021/07/11 21:00 | Portland Timbers U23 v PDX FC | W | 2-1 |
| USA - USL League Two | 2021/07/10 02:00 | OVF Alliance v Portland Timbers U23 | W | 1-2 |
| USA - USL League Two | 2021/07/03 02:00 | Lane United FC v Portland Timbers U23 | W | 2-4 |
| USA - USL League Two | 2021/06/27 17:00 | PDX FC v Portland Timbers U23 | W | 1-3 |
| USA - USL League Two | 2021/06/26 02:00 | Portland Timbers U23 v OVF Alliance | L | 1-2 |
Away History
| USA - NPSL | 2022/03/20 02:00 | Napa Valley 1839 v Contra Costa FC | L | 3-2 |