[9] St. Louis City SC II 4-1 Portland Timbers II [10] 2023-08-19 00:00
Stadium: The Robert R. Hermann Stadium Round: 1
Head to Head
| VS - MLS Next Pro League | 2023/05/26 02:00 | Portland Timbers II v St Louis City II | W | 1-2 |
| VS - MLS Next Pro League | 2022/08/27 23:00 | Portland Timbers II v St Louis City II | W | 3-5 |
| VS - MLS Next Pro League | 2022/05/23 00:00 | St Louis City II v Portland Timbers II | W | 3-1 |
Home History
| VS - MLS Next Pro League | 2023/08/13 23:00 | Minnesota United FC II v St Louis City II | L | 4-3 |
| VS - MLS Next Pro League | 2023/08/06 23:00 | St Louis City II v Real Monarchs SLC | W | 4-0 |
| VS - MLS Next Pro League | 2023/07/30 00:00 | St Louis City II v Los Angeles FC II | W | 4-2 |
| VS - MLS Next Pro League | 2023/07/24 00:00 | The Town v St Louis City II | L | 5-3 |
| VS - MLS Next Pro League | 2023/07/10 00:00 | Ventura County FC v St Louis City II | L | 1-0 |
| VS - MLS Next Pro League | 2023/07/02 23:00 | St Louis City II v Colorado Rapids II | L | 0-1 |
| VS - MLS Next Pro League | 2023/06/23 00:00 | St Louis City II v Minnesota United FC II | W | 4-3 |
| VS - MLS Next Pro League | 2023/06/19 02:00 | Real Monarchs SLC v St Louis City II | W | 1-4 |
Away History
| VS - MLS Next Pro League | 2023/08/13 23:00 | Sporting Kansas City II v Portland Timbers II | L | 6-1 |
| VS - MLS Next Pro League | 2023/08/10 02:30 | Portland Timbers II v Ventura County FC | W | 6-1 |
| VS - MLS Next Pro League | 2023/08/06 02:30 | Portland Timbers II v Tacoma Defiance | L | 3-5 |
| VS - MLS Next Pro League | 2023/07/30 00:15 | North Texas SC v Portland Timbers II | L | 4-0 |
| VS - MLS Next Pro League | 2023/07/15 21:00 | Vancouver Whitecaps II v Portland Timbers II | W | 0-1 |
| VS - MLS Next Pro League | 2023/07/10 02:00 | Portland Timbers II v Sporting Kansas City II | W | 3-1 |
| VS - MLS Next Pro League | 2023/07/02 23:00 | Minnesota United FC II v Portland Timbers II | L | 4-0 |
| VS - MLS Next Pro League | 2023/06/26 01:00 | Portland Timbers II v Real Monarchs SLC | L | 2-3 |