[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 |
Home History
| USA MLS Next Pro League | 2023/03/27 02:00 | Vancouver Whitecaps II v Portland Timbers II | L | 2-1 |
| USA MLS Next Pro League | 2022/09/18 23:00 | Tacoma Defiance v Portland Timbers II | W | 0-2 |
| USA MLS Next Pro League | 2022/09/15 00:00 | Portland Timbers II v Vancouver Whitecaps II | W | 7-6 |
| USA MLS Next Pro League | 2022/09/12 01:00 | Portland Timbers II v Minnesota United FC II | L | 2-4 |
| USA MLS Next Pro League | 2022/09/04 01:00 | Real Monarchs SLC v Portland Timbers II | L | 4-2 |
| USA MLS Next Pro League | 2022/08/27 23:00 | Portland Timbers II v St Louis City II | L | 3-5 |
| USA MLS Next Pro League | 2022/08/14 22:00 | Sporting Kansas City II v Portland Timbers II | L | 2-0 |
| USA MLS Next Pro League | 2022/08/08 02:00 | Portland Timbers II v North Texas SC | D | 2-2 |
Away History
| USA MLS Next Pro League | 2023/03/27 00:00 | The Town v Ventura County FC | W | 3-0 |
| USA MLS Next Pro League | 2022/09/18 23:00 | Minnesota United FC II v The Town | W | 1-4 |
| USA MLS Next Pro League | 2022/09/10 01:00 | The Town v Real Monarchs SLC | D | 2-2 |
| USA MLS Next Pro League | 2022/09/06 01:00 | The Town v Vancouver Whitecaps II | W | 3-1 |
| USA MLS Next Pro League | 2022/08/28 22:00 | Sporting Kansas City II v The Town | W | 1-4 |
| USA MLS Next Pro League | 2022/08/22 02:00 | The Town v St Louis City II | L | 2-5 |
| USA MLS Next Pro League | 2022/08/06 02:30 | The Town v Tacoma Defiance | L | 0-2 |
| USA MLS Next Pro League | 2022/08/01 01:00 | The Town v Real Monarchs SLC | W | 3-1 |