[2] Philadelphia Union 1-2 Portland Timbers [1] 2020-08-06 00:00
Stadium: ESPN Wide World of Sports Complex Round: 2
Referee: Allen Chapman Home Manager: Jim Curtin Away Manager: Giovanni Savarese
Head to Head
| USA MLS | 2019/05/25 23:30 | Philadelphia Union v Portland Timbers | L | 1-3 |
| 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 |