| 05 Mar 18 | r01        | L.A. GalaxyL.A. Galaxy | 2 - 1 | Portland TimbersPortland Timb |
| 11 Mar 18 | r01        | New York Red BullsNew York Red | 4 - 0 | Portland TimbersPortland Timb |
| 24 Mar 18 | r01        | FC DallasFC Dallas | 1 - 1 | Portland TimbersPortland Timb |
| 31 Mar 18 | r01        | Chicago FireChicago Fire | 2 - 2 | Portland TimbersPortland Timb |
| 08 Apr 18 | r01        | Orlando CityOrlando City | 3 - 2 | Portland TimbersPortland Timb |
| 15 Apr 18 | r01        | Portland TimbersPortland Timb | 3 - 2 | Minnesota UnitedMinnesota Uni |
| 22 Apr 18 | r01        | Portland TimbersPortland Timb | 3 - 0 | New York City FCNew York City |
| 06 May 18 | r01        | San Jose EarthquakesSan Jose Eart | 0 - 1 | Portland TimbersPortland Timb |
| 13 May 18 | r01        | Portland TimbersPortland Timb | 1 - 0 | Seattle Sounders FCSeattle Sound |
| 19 May 18 | r01        | Portland TimbersPortland Timb | 2 - 1 | Los Angeles FCLos Angeles F |
| 27 May 18 | r01        | Colorado RapidsColorado Rapi | 2 - 3 | Portland TimbersPortland Timb |
| 02 Jun 18 | r01        | Portland TimbersPortland Timb | 1 - 1 | L.A. GalaxyL.A. Galaxy |
| 10 Jun 18 | r01        | Portland TimbersPortland Timb | 0 - 0 | Sporting Kansas CitySporting Kans |
| 24 Jun 18 | r01        | Atlanta UnitedAtlanta Unite | 1 - 1 | Portland TimbersPortland Timb |
| 30 Jun 18 | r01        | Seattle Sounders FCSeattle Sound | 2 - 3 | Portland TimbersPortland Timb |
| 08 Jul 18 | r01        | Portland TimbersPortland Timb | 2 - 1 | San Jose EarthquakesSan Jose Eart |
| 15 Jul 18 | r01        | Los Angeles FCLos Angeles F | 0 - 0 | Portland TimbersPortland Timb |
| 22 Jul 18 | r01        | Portland TimbersPortland Timb | 2 - 2 | Montreal ImpactMontreal Impa |
| 29 Jul 18 | r01        | Portland TimbersPortland Timb | 2 - 1 | Houston DynamoHouston Dynam |
| 05 Aug 18 | r01        | Portland TimbersPortland Timb | 3 - 0 | Philadelphia UnionPhiladelphia |
| 12 Aug 18 | r01        | Portland TimbersPortland Timb | 1 - 2 | Vancouver WhitecapsVancouver Whi |
| 16 Aug 18 | r01        | DC UnitedDC United | 4 - 1 | Portland TimbersPortland Timb |
| 19 Aug 18 | r01        | Sporting Kansas CitySporting Kans | 3 - 0 | Portland TimbersPortland Timb |
| 27 Aug 18 | r01        | Portland TimbersPortland Timb | 0 - 1 | Seattle Sounders FCSeattle Sound |
| 30 Aug 18 | r01        | Portland TimbersPortland Timb | 2 - 0 | Toronto FCToronto FC |
| 03 Sep 18 | r01        | New England Rev.New England R | 1 - 1 | Portland TimbersPortland Timb |
| 09 Sep 18 | r01        | Portland TimbersPortland Timb | 2 - 0 | Colorado RapidsColorado Rapi |
| 16 Sep 18 | r01        | Houston DynamoHouston Dynam | 0 - 0 | Portland TimbersPortland Timb |
| 20 Sep 18 | r01        | Portland TimbersPortland Timb | 3 - 1 | Columbus CrewColumbus Crew |
| 23 Sep 18 | r01        | Minnesota UnitedMinnesota Uni | 3 - 2 | Portland TimbersPortland Timb |
| 30 Sep 18 | r01        | Portland TimbersPortland Timb | 0 - 0 | FC DallasFC Dallas |
| 07 Oct 18 | r01        | Real Salt LakeReal Salt Lak | 1 - 4 | Portland TimbersPortland Timb |
| 21 Oct 18 | r01        | Portland TimbersPortland Timb | 3 - 0 | Real Salt LakeReal Salt Lak |
| 28 Oct 18 | r01        | Vancouver WhitecapsVancouver Whi | 2 - 1 | Portland TimbersPortland Timb |
| |
| 09 Dec 18 | Playoff Final        | Atlanta UnitedAtlanta Unite | 2 - 0 | Portland TimbersPortland Timb |