[2] Philadelphia Union 1-2 Portland Timbers [1] 2020-06-19 12:00
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 |
Home History
| USA MLS | 2020/03/09 02:30 | Los Angeles FC v Philadelphia Union | D | 3-3 |
| USA MLS | 2020/02/29 23:00 | FC Dallas v Philadelphia Union | L | 2-0 |
| World Club Friendlies | 2020/02/19 15:30 | Philadelphia Union v FC Dallas | L | 2-3 |
| World Club Friendlies | 2020/02/15 21:00 | Inter Miami CF v Philadelphia Union | W | 1-2 |
| World Club Friendlies | 2020/02/12 21:00 | FC Cincinnati v Philadelphia Union | L | 1-0 |
| World Club Friendlies | 2020/02/06 00:00 | CF Montreal v Philadelphia Union | W | 0-1 |
| Club Friendly List | 2020/02/01 21:00 | Chicago Fire v Philadelphia Union | W | 0-3 |
| World Club Friendlies | 2020/01/29 16:00 | Atlanta United v Philadelphia Union | L | 4-0 |
Away History
| USA MLS | 2020/03/08 23:00 | Portland Timbers v Nashville SC | W | 1-0 |
| USA MLS | 2020/03/02 00:30 | Portland Timbers v Minnesota United | L | 1-3 |
| World Club Friendlies | 2020/02/23 01:00 | Portland Timbers v New England Revolution | L | 1-3 |
| World Club Friendlies | 2020/02/20 03:30 | Portland Timbers v Minnesota United | L | 2-4 |
| World Club Friendlies | 2020/02/17 01:00 | Portland Timbers v Vancouver Whitecaps | W | 2-1 |
| USA MLS Play-Offs | 2019/10/20 02:00 | Real Salt Lake v Portland Timbers | L | 2-1 |
| USA MLS | 2019/10/06 20:00 | Portland Timbers v San Jose Earthquakes | W | 3-1 |
| USA MLS | 2019/09/29 23:30 | Sporting Kansas City v Portland Timbers | D | 2-2 |
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