[9] Portland Timbers II 0-2 San Jose Earthquakes II [4] 2023-04-03 00:00
Stadium: Hillsboro Stadium Round: 1
Head to Head
| USA MLS Next Pro League | 2022/07/22 20:00 | Portland Timbers II v The Town | L | 1-2 |
| USA MLS Next Pro League | 2022/05/08 21:00 | The Town v Portland Timbers II | L | 3-0 |
| USA MLS Next Pro League | 2022/03/31 02:00 | Portland Timbers II v The Town | L | 0-2 |