Portland Timbers Schedule
All times Eastern
Complete Schedule
| February 21, 2026 | W | Columbus Crew SC 2 at Portland Timbers 3 | Final |
| February 28, 2026 | L | Portland Timbers 0 at Colorado Rapids 2 | Final |
| March 7, 2026 | L | Vancouver Whitecaps FC 4 at Portland Timbers 1 | Final |
| March 14, 2026 | L | Portland Timbers 2 at Houston Dynamo FC 3 | Final |
| March 22, 2026 | T | LA Galaxy 1 at Portland Timbers 1 | Final |
| April 4, 2026 | L | Portland Timbers 2 at Vancouver Whitecaps FC 3 | Final |
| April 11, 2026 | W | Los Angeles FC 1 at Portland Timbers 2 | Final |
| April 18, 2026 | L | Portland Timbers 0 at Minnesota United FC 2 | Final |
| April 25, 2026 | W | Portland Timbers 2 at San Diego FC 1 | Final |
| May 2, 2026 | L | Portland Timbers 0 at Real Salt Lake 2 | Final |
| May 9, 2026 | W | Sporting Kansas City 0 at Portland Timbers 6 | Final |
| May 13, 2026 | T | Portland Timbers 2 at Club de Foot Montreal 2 | Final |
| May 17, 2026 | L | Portland Timbers 0 at Inter Miami CF 2 | Final |
| May 23, 2026 | L | San Jose Earthquakes 3 at Portland Timbers 1 | Final |
| July 16, 2026 | Portland Timbers at Seattle Sounders FC | 9:30 p.m. | |
| July 22, 2026 | FC Dallas at Portland Timbers | 9:30 p.m. | |
| July 25, 2026 | Real Salt Lake at Portland Timbers | 9:30 p.m. | |
| August 1, 2026 | Seattle Sounders FC at Portland Timbers | 9:45 p.m. | |
| August 16, 2026 | Portland Timbers at Chicago Fire FC | 5:30 p.m. | |
| August 19, 2026 | San Diego FC at Portland Timbers | 9:30 p.m. | |
| August 22, 2026 | Portland Timbers at Los Angeles FC | 9:30 p.m. | |
| August 29, 2026 | Austin FC at Portland Timbers | 9:30 p.m. | |
| September 5, 2026 | Minnesota United FC at Portland Timbers | 9:30 p.m. | |
| September 9, 2026 | St. Louis City SC at Portland Timbers | 9:30 p.m. | |
| September 12, 2026 | Portland Timbers at FC Dallas | 7:30 p.m. | |
| September 19, 2026 | Atlanta United FC at Portland Timbers | 9:30 p.m. | |
| September 26, 2026 | Portland Timbers at San Jose Earthquakes | 9:30 p.m. | |
| October 10, 2026 | Portland Timbers at Sporting Kansas City | 7:30 p.m. | |
| October 14, 2026 | Portland Timbers at LA Galaxy | 9:30 p.m. | |
| October 17, 2026 | Colorado Rapids at Portland Timbers | 9:30 p.m. | |
| October 24, 2026 | Charlotte FC at Portland Timbers | 9:30 p.m. | |
| October 28, 2026 | Portland Timbers at St. Louis City SC | 7:30 p.m. | |
| November 1, 2026 | Houston Dynamo FC at Portland Timbers | 9:15 p.m. | |
| November 7, 2026 | Portland Timbers at Austin FC | 7:00 p.m. |
