[13] Portland Timbers II 1-2 St Louis City II [10] 2023-05-26 02:00
Stadium: Hillsboro Stadium Round: 1
Head to Head
| VS - MLS Next Pro League | 2022/08/27 23:00 | Portland Timbers II v St Louis City II | L | 3-5 |
| VS - MLS Next Pro League | 2022/05/23 00:00 | St Louis City II v Portland Timbers II | L | 3-1 |
Home History
| VS - MLS Next Pro League | 2023/05/22 00:00 | Ventura County FC v Portland Timbers II | L | 2-0 |
| VS - MLS Next Pro League | 2023/05/14 23:00 | Portland Timbers II v Vancouver Whitecaps II | W | 3-1 |
| VS - MLS Next Pro League | 2023/05/08 00:00 | Portland Timbers II v Austin FC II | L | 0-1 |
| VS - MLS Next Pro League | 2023/04/30 22:00 | Real Monarchs SLC v Portland Timbers II | L | 5-1 |
| VS - MLS Next Pro League | 2023/04/24 00:00 | Portland Timbers II v Los Angeles FC II | W | 2-0 |
| VS - MLS Next Pro League | 2023/04/10 02:00 | Colorado Rapids II v Portland Timbers II | L | 4-2 |
| VS - MLS Next Pro League | 2023/04/03 00:00 | Portland Timbers II v The Town | L | 0-2 |
| VS - MLS Next Pro League | 2023/03/27 02:00 | Vancouver Whitecaps II v Portland Timbers II | L | 2-1 |
Away History
| VS - MLS Next Pro League | 2023/05/21 22:00 | St Louis City II v Sporting Kansas City II | W | 7-6 |
| VS - MLS Next Pro League | 2023/05/11 02:00 | Los Angeles FC II v St Louis City II | W | 5-7 |
| VS - MLS Next Pro League | 2023/05/08 00:30 | North Texas SC v St Louis City II | L | 4-1 |
| VS - MLS Next Pro League | 2023/04/30 22:00 | St Louis City II v Vancouver Whitecaps II | W | 2-1 |
| VS - MLS Next Pro League | 2023/04/23 22:00 | Colorado Rapids II v St Louis City II | W | 4-5 |
| VS - MLS Next Pro League | 2023/04/16 23:00 | Austin FC II v St Louis City II | L | 2-0 |
| VS - MLS Next Pro League | 2023/04/08 00:00 | St Louis City II v Houston Dynamo II | L | 1-3 |
| VS - MLS Next Pro League | 2023/04/02 22:00 | St Louis City II v Minnesota United FC II | L | 1-3 |