| 2017-10-01 | San Jose EarthquakesvPortland TimbersMLS · United States | 2–1 | MLS · United States |
| 2017-09-25 | Portland TimbersvOrlando CityMLS · United States | 3–0 | MLS · United States |
| 2017-09-17 | Real Salt LakevPortland TimbersMLS · United States | 2–1 | MLS · United States |
| 2017-09-09 | New York CityvPortland TimbersMLS · United States | 0–1 | MLS · United States |
| 2017-08-28 | Seattle SoundersvPortland TimbersMLS · United States | 1–1 | MLS · United States |
| 2017-08-24 | Portland TimbersvColorado RapidsMLS · United States | 2–1 | MLS · United States |
| 2017-08-19 | Portland TimbersvNew York Red BullsMLS · United States | 2–0 | MLS · United States |
| 2017-08-12 | Toronto FCvPortland TimbersMLS · United States | 4–1 | MLS · United States |
| 2017-08-06 | Portland TimbersvLos Angeles GalaxyMLS · United States | 3–1 | MLS · United States |
| 2017-07-30 | Houston DynamovPortland TimbersMLS · United States | 2–2 | MLS · United States |
| 2017-07-23 | Vancouver WhitecapsvPortland TimbersMLS · United States | 1–2 | MLS · United States |
| 2017-07-20 | Portland TimbersvReal Salt LakeMLS · United States | 1–4 | MLS · United States |
| 2017-07-06 | Portland TimbersvChicago FireMLS · United States | 2–2 | MLS · United States |
| 2017-07-02 | Sporting Kansas CityvPortland TimbersMLS · United States | 1–1 | MLS · United States |
| 2017-06-26 | Portland TimbersvSeattle SoundersMLS · United States | 2–2 | MLS · United States |
| 2017-06-22 | Minnesota UnitedvPortland TimbersMLS · United States | 3–2 | MLS · United States |
| 2017-06-18 | Colorado RapidsvPortland TimbersMLS · United States | 2–1 | MLS · United States |
| 2017-06-11 | Portland TimbersvFC DallasMLS · United States | 2–0 | MLS · United States |
| 2017-06-03 | Portland TimbersvSan Jose EarthquakesMLS · United States | 2–0 | MLS · United States |
| 2017-05-27 | Seattle SoundersvPortland TimbersMLS · United States | 1–0 | MLS · United States |
| 2017-05-20 | CF MontrealvPortland TimbersMLS · United States | 4–1 | MLS · United States |
| 2017-05-14 | Portland TimbersvAtlanta UtdMLS · United States | 1–1 | MLS · United States |
| 2017-05-07 | San Jose EarthquakesvPortland TimbersMLS · United States | 3–0 | MLS · United States |
| 2017-04-30 | FC DallasvPortland TimbersMLS · United States | 2–2 | MLS · United States |
| 2017-04-22 | Portland TimbersvVancouver WhitecapsMLS · United States | 2–1 | MLS · United States |
| 2017-04-16 | Portland TimbersvSporting Kansas CityMLS · United States | 0–1 | MLS · United States |
| 2017-04-09 | Philadelphia UnionvPortland TimbersMLS · United States | 1–3 | MLS · United States |
| 2017-04-03 | Portland TimbersvNew England RevolutionMLS · United States | 1–1 | MLS · United States |
| 2017-03-25 | Columbus CrewvPortland TimbersMLS · United States | 3–2 | MLS · United States |
| 2017-03-19 | Portland TimbersvHouston DynamoMLS · United States | 4–2 | MLS · United States |
| 2017-03-12 | Los Angeles GalaxyvPortland TimbersMLS · United States | 0–1 | MLS · United States |
| 2017-03-04 | Portland TimbersvMinnesota UnitedMLS · United States | 5–1 | MLS · United States |
| 2016-10-23 | Vancouver WhitecapsvPortland TimbersMLS · United States | 4–1 | MLS · United States |
| 2016-10-16 | Portland TimbersvColorado RapidsMLS · United States | 1–0 | MLS · United States |
| 2016-10-02 | Colorado RapidsvPortland TimbersMLS · United States | 1–0 | MLS · United States |
| 2016-09-25 | Houston DynamovPortland TimbersMLS · United States | 3–1 | MLS · United States |
| 2016-09-17 | Portland TimbersvPhiladelphia UnionMLS · United States | 2–1 | MLS · United States |
| 2016-09-11 | Portland TimbersvReal Salt LakeMLS · United States | 1–0 | MLS · United States |
| 2016-09-04 | FC DallasvPortland TimbersMLS · United States | 3–1 | MLS · United States |
| 2016-08-28 | Portland TimbersvSeattle SoundersMLS · United States | 4–2 | MLS · United States |
| 2016-08-22 | Seattle SoundersvPortland TimbersMLS · United States | 3–1 | MLS · United States |
| 2016-08-14 | DC UnitedvPortland TimbersMLS · United States | 2–0 | MLS · United States |
| 2016-08-07 | Portland TimbersvSporting Kansas CityMLS · United States | 3–0 | MLS · United States |
| 2016-07-31 | Sporting Kansas CityvPortland TimbersMLS · United States | 1–0 | MLS · United States |
| 2016-07-23 | Portland TimbersvLos Angeles GalaxyMLS · United States | 1–2 | MLS · United States |
| 2016-07-17 | Portland TimbersvSeattle SoundersMLS · United States | 3–1 | MLS · United States |
| 2016-07-14 | Portland TimbersvCF MontrealMLS · United States | 1–1 | MLS · United States |
| 2016-07-10 | New York Red BullsvPortland TimbersMLS · United States | 0–0 | MLS · United States |
| 2016-07-05 | Colorado RapidsvPortland TimbersMLS · United States | 0–0 | MLS · United States |
| 2016-06-26 | Portland TimbersvHouston DynamoMLS · United States | 3–2 | MLS · United States |