[1] Philadelphia Union 1-3 Portland Timbers [10] 2019-05-25 23:30
Stadium: Subaru Park Round: 1
Referee: Drew Fischer Home Manager: Jim Curtin Away Manager: Giovanni Savarese
Head to Head
| USA MLS | 2018/08/05 03:00 | Portland Timbers v Philadelphia Union | L | 3-0 |
| USA MLS | 2017/04/08 23:00 | Philadelphia Union v Portland Timbers | L | 1-3 |
| USA MLS | 2016/09/17 22:00 | Portland Timbers v Philadelphia Union | L | 2-1 |
| USA MLS | 2015/07/11 23:00 | Philadelphia Union v Portland Timbers | W | 3-0 |
Home History
| USA MLS | 2019/05/18 23:30 | Philadelphia Union v Seattle Sounders | D | 0-0 |
| USA MLS | 2019/05/11 19:00 | Toronto FC v Philadelphia Union | W | 1-2 |
| USA MLS | 2019/05/04 23:30 | Philadelphia Union v New England Revolution | W | 6-1 |
| USA MLS | 2019/05/01 23:30 | Philadelphia Union v FC Cincinnati | W | 2-0 |
| USA MLS | 2019/04/27 21:00 | Vancouver Whitecaps v Philadelphia Union | D | 1-1 |
| USA MLS | 2019/04/20 17:00 | Philadelphia Union v CF Montreal | W | 3-0 |
| USA MLS | 2019/04/14 02:30 | LA Galaxy v Philadelphia Union | L | 2-0 |
| USA MLS | 2019/04/06 23:30 | Philadelphia Union v FC Dallas | W | 2-1 |
Away History
| USA MLS | 2019/05/16 00:30 | Houston Dynamo v Portland Timbers | D | 1-1 |
| USA MLS | 2019/05/11 02:00 | Vancouver Whitecaps v Portland Timbers | L | 1-0 |
| USA MLS | 2019/05/05 01:00 | Real Salt Lake v Portland Timbers | W | 1-2 |
| USA MLS | 2019/04/27 19:00 | Toronto FC v Portland Timbers | W | 1-2 |
| USA MLS | 2019/04/20 23:30 | Columbus Crew v Portland Timbers | W | 1-3 |
| USA MLS | 2019/04/14 00:00 | FC Dallas v Portland Timbers | L | 2-1 |
| USA MLS | 2019/04/07 00:00 | San Jose Earthquakes v Portland Timbers | L | 3-0 |
| USA MLS | 2019/04/01 01:00 | LA Galaxy v Portland Timbers | L | 2-1 |