[8] Orlando City SC 1-3 Philadelphia Union [1] 2019-07-03 23:30
Stadium: Inter&Co Stadium Round: 1
Referee: Christopher Penso Home Manager: James O'Connor Away Manager: Jim Curtin
Head to Head
| USA MLS | 2018/09/01 23:30 | Orlando City SC v Philadelphia Union | D | 2-2 |
| USA US Open Cup | 2018/07/18 23:00 | Philadelphia Union v Orlando City SC | L | 1-0 |
| USA MLS | 2018/04/14 00:00 | Philadelphia Union v Orlando City SC | W | 0-2 |
| USA MLS | 2017/10/22 20:00 | Philadelphia Union v Orlando City SC | L | 6-1 |
| USA MLS | 2017/03/18 23:30 | Orlando City SC v Philadelphia Union | W | 2-1 |
| USA MLS | 2016/10/16 19:00 | Philadelphia Union v Orlando City SC | W | 0-2 |
| USA MLS | 2016/05/25 23:30 | Orlando City SC v Philadelphia Union | D | 2-2 |
| USA MLS | 2016/04/08 23:00 | Philadelphia Union v Orlando City SC | L | 2-1 |
Home History
| USA MLS | 2019/06/29 23:30 | Columbus Crew v Orlando City SC | W | 0-2 |
| USA MLS | 2019/06/27 00:00 | DC United v Orlando City SC | L | 1-0 |
| USA US Open Cup | 2019/06/19 23:30 | Orlando City SC v New England Revolution | W | 2-1 |
| USA US Open Cup | 2019/06/13 00:30 | Memphis 901 FC v Orlando City SC | W | 1-3 |
| USA MLS | 2019/06/01 21:00 | CF Montreal v Orlando City SC | W | 0-3 |
| USA MLS | 2019/05/24 23:00 | Orlando City SC v LA Galaxy | L | 0-1 |
| USA MLS | 2019/05/19 19:00 | Orlando City SC v FC Cincinnati | W | 5-1 |
| USA MLS | 2019/05/16 02:30 | Seattle Sounders v Orlando City SC | L | 2-1 |
Away History
| USA MLS | 2019/06/29 23:00 | New York City FC v Philadelphia Union | L | 4-2 |
| USA MLS | 2019/06/26 23:00 | New England Revolution v Philadelphia Union | D | 1-1 |
| USA US Open Cup | 2019/06/12 23:00 | DC United v Philadelphia Union | L | 2-1 |
| USA MLS | 2019/06/08 23:30 | Philadelphia Union v New York Red Bulls | W | 3-2 |
| USA MLS | 2019/06/02 20:00 | Minnesota United FC v Philadelphia Union | W | 2-3 |
| USA MLS | 2019/05/30 00:25 | Philadelphia Union v Colorado Rapids | D | 1-1 |
| USA MLS | 2019/05/25 23:30 | Philadelphia Union v Portland Timbers | L | 1-3 |
| USA MLS | 2019/05/18 23:30 | Philadelphia Union v Seattle Sounders | D | 0-0 |
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