[1] Philadelphia Union 2-1 Houston Dynamo [9] 2019-08-11 22:00
Stadium: Subaru Park Round: 1
Referee: Marcos De Oliveira Home Manager: Jim Curtin Away Manager: Wilmer Cabrera
Head to Head
| USA US Open Cup | 2018/09/27 00:00 | Houston Dynamo v Philadelphia Union | L | 3-0 |
| USA MLS | 2018/07/26 01:00 | Houston Dynamo v Philadelphia Union | W | 1-3 |
| USA MLS | 2017/05/17 23:30 | Philadelphia Union v Houston Dynamo | W | 2-0 |
| USA MLS | 2016/07/03 01:00 | Houston Dynamo v Philadelphia Union | L | 1-0 |
| USA MLS | 2015/09/20 23:00 | Philadelphia Union v Houston Dynamo | W | 2-0 |