| 2025-11-10 | San Diego FCvPortland TimbersMLS · United States | 4–0 | MLS · United States |
| 2025-11-02 | Portland TimbersvSan Diego FCMLS · United States | 2–2 | MLS · United States |
| 2025-10-27 | San Diego FCvPortland TimbersMLS · United States | 2–1 | MLS · United States |
| 2025-10-23 | Portland TimbersvReal Salt LakeMLS · United States | 3–1 | MLS · United States |
| 2025-10-19 | Portland TimbersvSan Diego FCMLS · United States | 0–4 | MLS · United States |
| 2025-10-05 | Seattle SoundersvPortland TimbersMLS · United States | 1–0 | MLS · United States |
| 2025-09-28 | Portland TimbersvFC DallasMLS · United States | 2–2 | MLS · United States |
| 2025-09-25 | Vancouver WhitecapsvPortland TimbersMLS · United States | 1–1 | MLS · United States |
| 2025-09-21 | Houston DynamovPortland TimbersMLS · United States | 1–0 | MLS · United States |
| 2025-09-14 | Portland TimbersvNew York Red BullsMLS · United States | 2–1 | MLS · United States |
| 2025-08-31 | Minnesota UnitedvPortland TimbersMLS · United States | 1–1 | MLS · United States |
| 2025-08-24 | San Diego FCvPortland TimbersMLS · United States | 0–0 | MLS · United States |
| 2025-08-17 | Portland TimbersvFC CincinnatiMLS · United States | 2–3 | MLS · United States |
| 2025-08-10 | FC DallasvPortland TimbersMLS · United States | 2–0 | MLS · United States |
| 2025-07-26 | Los Angeles FCvPortland TimbersMLS · United States | 0–1 | MLS · United States |
| 2025-07-20 | Portland TimbersvMinnesota UnitedMLS · United States | 1–1 | MLS · United States |
| 2025-07-17 | Portland TimbersvReal Salt LakeMLS · United States | 0–1 | MLS · United States |
| 2025-07-14 | St. Louis CityvPortland TimbersMLS · United States | 2–1 | MLS · United States |
| 2025-07-06 | Portland TimbersvNew England RevolutionMLS · United States | 2–1 | MLS · United States |
| 2025-06-29 | Toronto FCvPortland TimbersMLS · United States | 3–0 | MLS · United States |
| 2025-06-14 | Portland TimbersvSan Jose EarthquakesMLS · United States | 1–1 | MLS · United States |
| 2025-06-09 | Portland TimbersvSt. Louis CityMLS · United States | 2–1 | MLS · United States |
| 2025-05-29 | Portland TimbersvColorado RapidsMLS · United States | 2–1 | MLS · United States |
| 2025-05-25 | Orlando CityvPortland TimbersMLS · United States | 1–0 | MLS · United States |
| 2025-05-18 | Portland TimbersvSeattle SoundersMLS · United States | 1–1 | MLS · United States |
| 2025-05-15 | Real Salt LakevPortland TimbersMLS · United States | 0–0 | MLS · United States |
| 2025-05-11 | Portland TimbersvSporting Kansas CityMLS · United States | 1–0 | MLS · United States |
| 2025-05-04 | San Jose EarthquakesvPortland TimbersMLS · United States | 4–1 | MLS · United States |
| 2025-04-28 | Los Angeles GalaxyvPortland TimbersMLS · United States | 2–4 | MLS · United States |
| 2025-04-20 | Portland TimbersvLos Angeles FCMLS · United States | 3–3 | MLS · United States |
| 2025-04-13 | Sporting Kansas CityvPortland TimbersMLS · United States | 2–4 | MLS · United States |
| 2025-04-06 | Austin FCvPortland TimbersMLS · United States | 0–0 | MLS · United States |
| 2025-03-31 | Portland TimbersvHouston DynamoMLS · United States | 3–1 | MLS · United States |
| 2025-03-23 | Colorado RapidsvPortland TimbersMLS · United States | 0–3 | MLS · United States |
| 2025-03-16 | Portland TimbersvLos Angeles GalaxyMLS · United States | 1–1 | MLS · United States |
| 2025-03-09 | Nashville SCvPortland TimbersMLS · United States | 2–0 | MLS · United States |
| 2025-03-02 | Portland TimbersvAustin FCMLS · United States | 1–0 | MLS · United States |
| 2025-02-23 | Portland TimbersvVancouver WhitecapsMLS · United States | 1–4 | MLS · United States |