| | | |
| February 23, 2025 | L | Vancouver Whitecaps FC 4 at Portland Timbers 1 | Final |
| March 1, 2025 | W | Austin FC 0 at Portland Timbers 1 | Final |
| March 8, 2025 | L | Portland Timbers 0 at Nashville SC 2 | Final |
| March 16, 2025 | T | LA Galaxy 1 at Portland Timbers 1 | Final |
| March 22, 2025 | W | Portland Timbers 3 at Colorado Rapids 0 | Final |
| March 30, 2025 | W | Houston Dynamo FC 1 at Portland Timbers 3 | Final |
| April 5, 2025 | T | Portland Timbers 0 at Austin FC 0 | Final |
| April 13, 2025 | W | Portland Timbers 4 at Sporting Kansas City 2 | Final |
| April 19, 2025 | T | Los Angeles FC 3 at Portland Timbers 3 | Final |
| April 27, 2025 | | Portland Timbers at LA Galaxy | 9:00 p.m. |
| May 3, 2025 | | Portland Timbers at San Jose Earthquakes | 10:30 p.m. |
| May 10, 2025 | | Sporting Kansas City at Portland Timbers | 10:30 p.m. |
| May 14, 2025 | | Portland Timbers at Real Salt Lake | 9:30 p.m. |
| May 17, 2025 | | Seattle Sounders FC at Portland Timbers | 9:30 p.m. |
| May 24, 2025 | | Portland Timbers at Orlando City SC | 7:30 p.m. |
| May 28, 2025 | | Colorado Rapids at Portland Timbers | 10:30 p.m. |
| May 31, 2025 | | Portland Timbers at Vancouver Whitecaps FC | 9:30 p.m. |
| June 8, 2025 | | St. Louis City SC at Portland Timbers | 7:00 p.m. |
| June 13, 2025 | | San Jose Earthquakes at Portland Timbers | 10:30 p.m. |
| June 28, 2025 | | Portland Timbers at Toronto FC | 7:30 p.m. |
| July 5, 2025 | | New England Revolution at Portland Timbers | 10:30 p.m. |
| July 13, 2025 | | Portland Timbers at St. Louis City SC | 7:00 p.m. |
| July 16, 2025 | | Real Salt Lake at Portland Timbers | 10:30 p.m. |
| July 19, 2025 | | Minnesota United FC at Portland Timbers | 10:30 p.m. |
| July 25, 2025 | | Portland Timbers at Los Angeles FC | 10:30 p.m. |
| August 9, 2025 | | Portland Timbers at FC Dallas | 8:30 p.m. |
| August 16, 2025 | | FC Cincinnati at Portland Timbers | 10:30 p.m. |
| August 23, 2025 | | Portland Timbers at San Diego FC | 10:30 p.m. |
| August 30, 2025 | | Portland Timbers at Minnesota United FC | 8:30 p.m. |
| September 13, 2025 | | New York Red Bulls at Portland Timbers | 10:30 p.m. |
| September 20, 2025 | | Portland Timbers at Houston Dynamo FC | 8:30 p.m. |
| September 27, 2025 | | FC Dallas at Portland Timbers | 10:30 p.m. |
| October 4, 2025 | | Portland Timbers at Seattle Sounders FC | 10:30 p.m. |
| October 18, 2025 | | San Diego FC at Portland Timbers | 9:00 p.m. |
Portland Timbers Schedule
