3. Round | 25/05/2014 | New York RB | - | Portland Timbers | 1:2 | ||||
3. Round | 29/05/2014 | CD Chivas | - | Portland Timbers | 0:2 | ||||
4. Round | 02/06/2014 | Portland Timbers | - | Vancouver Whitecaps | 3:4 | ||||
4. Round | 08/06/2014 | Real Salt Lake | - | Portland Timbers | 1:3 | ||||
4. Round | 12/06/2014 | Portland Timbers | - | FC Dallas | 2:2 | ||||
5. Round | 05/07/2014 | Los Angeles Galaxy | - | Portland Timbers | 2:2 | ||||
5. Round | 14/07/2014 | Seattle Sounders | - | Portland Timbers | 2:0 |