| 01 Mar 26 | r00        | Portland Timbers IIPortland Timb | 2 - 1 | San Jose Earthquakes IISan Jose Eart |
| 08 Mar 26 | r00        | Portland Timbers IIPortland Timb | 0 - 0 | Whitecaps FC 2Whitecaps FC |
| 15 Mar 26 | r00        | Houston Dynamo 2Houston Dynam | 5 - 0 | Portland Timbers IIPortland Timb |
| 24 Mar 26 | r00        | Portland Timbers IIPortland Timb | 0 - 0 | Ventura CountyVentura Count |
| 16 Apr 26 | r00        | Los Angeles FC IILos Angeles F | 0 - 1 | Portland Timbers IIPortland Timb |
| 19 Apr 26 | r00        | Portland Timbers IIPortland Timb | 2 - 2 | North Texas SCNorth Texas S |
| 03 May 26 | r00        | Real MonarchsReal Monarchs | 0 - 3 | Portland Timbers IIPortland Timb |
| 10 May 26 | r00        | Portland Timbers IIPortland Timb | 3 - 3 | Ventura CountyVentura Count |
| 14 May 26 | r00        | Portland Timbers IIPortland Timb | 2 - 1 | Minnesota United FC 2Minnesota Uni |
| 18 May 26 | r00        | San Jose Earthquakes IISan Jose Eart | 0 - 1 | Portland Timbers IIPortland Timb |
| 24 May 26 | r00        | Portland Timbers IIPortland Timb | 0 - 3 | Houston Dynamo 2Houston Dynam |
| 31 May 26 | r00        | Portland Timbers IIPortland Timb | 1 - 0 | Tacoma DefianceTacoma Defian |
| 06 Jun 26 | r00        | Whitecaps FC 2Whitecaps FC | 0 - 1 | Portland Timbers IIPortland Timb |
| 13 Jun 26 | r00        | Real MonarchsReal Monarchs | 4 - 1 | Portland Timbers IIPortland Timb |
| 21 Jun 26 | r00        | Colorado Rapids 2Colorado Rapi | 0 - 2 | Portland Timbers IIPortland Timb |
| 27 Jun 26 | r00        | Portland Timbers IIPortland Timb | 2 - 3 | San Jose Earthquakes IISan Jose Eart |
| 06 Jul 26 | r00        | Tacoma DefianceTacoma Defian | 0 - 2 | Portland Timbers IIPortland Timb |
| Next Event |
| 12 Jul 26 | r00        | Los Angeles FC IILos Angeles F | - | Portland Timbers IIPortland Timb |
| 18 Jul 26 | r00        | St. Louis City SC 2St. Louis Cit | - | Portland Timbers IIPortland Timb |
| 26 Jul 26 | r00        | Portland Timbers IIPortland Timb | - | Real MonarchsReal Monarchs |
| 01 Aug 26 | r00        | Minnesota United FC 2Minnesota Uni | - | Portland Timbers IIPortland Timb |
| 08 Aug 26 | r00        | Portland Timbers IIPortland Timb | - | Los Angeles FC IILos Angeles F |
| 16 Aug 26 | r00        | North Texas SCNorth Texas S | - | Portland Timbers IIPortland Timb |
| 23 Aug 26 | r00        | Ventura CountyVentura Count | - | Portland Timbers IIPortland Timb |
| 30 Aug 26 | r00        | Portland Timbers IIPortland Timb | - | Austin FC IIAustin FC II |
| 07 Sep 26 | r00        | Portland Timbers IIPortland Timb | - | Whitecaps FC 2Whitecaps FC |
| 14 Sep 26 | r00        | Portland Timbers IIPortland Timb | - | St. Louis City SC 2St. Louis Cit |
| 20 Sep 26 | r00        | Tacoma DefianceTacoma Defian | - | Portland Timbers IIPortland Timb |