[10] Portland Timbers II 1-3 Santiago Giraldo [8] 2023-08-12 12:00
Stadium: Hillsboro Stadium Round: 1
Head to Head
| USA MLS Next Pro League | 2023/06/16 00:00 | Houston Dynamo II v Portland Timbers II | W | 1-2 |
| USA MLS Next Pro League | 2022/06/20 01:00 | Portland Timbers II v Houston Dynamo II | W | 2-1 |
| USA MLS Next Pro League | 2022/04/17 01:00 | Houston Dynamo II v Portland Timbers II | L | 4-1 |
Home History
| USA MLS Next Pro League | 2023/08/10 02:30 | Portland Timbers II v Ventura County FC | W | 6-1 |
| USA MLS Next Pro League | 2023/08/06 02:30 | Portland Timbers II v Tacoma Defiance | D | 1-1 |
| 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 |
Away History
| USA MLS Next Pro League | 2023/08/10 00:00 | Colorado Rapids II v Houston Dynamo II | W | 1-3 |
| USA MLS Next Pro League | 2023/08/06 23:00 | Houston Dynamo II v Sporting Kansas City II | W | 3-1 |
| USA MLS Next Pro League | 2023/07/29 02:00 | Real Monarchs SLC v Houston Dynamo II | W | 3-5 |
| USA MLS Next Pro League | 2023/07/23 23:00 | Houston Dynamo II v Minnesota United FC II | D | 1-1 |
| USA MLS Next Pro League | 2023/07/16 23:00 | Houston Dynamo II v North Texas SC | W | 2-1 |
| USA MLS Next Pro League | 2023/07/08 01:00 | Austin FC II v Houston Dynamo II | L | 3-0 |
| USA MLS Next Pro League | 2023/07/03 02:00 | Tacoma Defiance v Houston Dynamo II | L | 1-0 |
| USA MLS Next Pro League | 2023/06/25 23:00 | Houston Dynamo II v The Town | L | 1-2 |