1. Round | 09/03/2014 | Portland Timbers | - | Philadelphia Union | 1:1 | ||||
1. Round | 16/03/2014 | Portland Timbers | - | Chicago Fire | 1:1 | ||||
1. Round | 22/03/2014 | Colorado Rapids | - | Portland Timbers | 2:0 | ||||
2. Round | 13/04/2014 | Portland Timbers | - | CD Chivas | 1:1 | ||||
2. Round | 20/04/2014 | Real Salt Lake | - | Portland Timbers | 1:0 | ||||
2. Round | 27/04/2014 | Houston Dynamo | - | Portland Timbers | 1:1 | ||||
3. Round | 04/05/2014 | Portland Timbers | - | D.C. United | 3:2 | ||||
3. Round | 11/05/2014 | Portland Timbers | - | Los Angeles Galaxy | 1:1 | ||||
3. Round | 18/05/2014 | Portland Timbers | - | Columbus Crew | 3:3 | ||||
3. Round | 29/05/2014 | CD Chivas | - | Portland Timbers | 0:2 |