4. Round | 02/06/2016 | Portland Timbers | - | San Jose Earthquakes | 1:0 | ||||
5. Round | 23/07/2016 | Portland Timbers | - | Los Angeles Galaxy | 1:2 | ||||
5. Round | 31/07/2016 | Sporting Kansas City | - | Portland Timbers | 1:0 | ||||
6. Round | 07/08/2016 | Portland Timbers | - | Sporting Kansas City | 3:0 |