[5] Orlando City SC 0-1 Philadelphia Union [1] 2022-07-23 23:30
Stadium: Inter&Co Stadium
Referee: Alex Chilowicz Home Manager: Oscar Pareja Away Manager: Jim Curtin
Head to Head
| USA US Open Cup | 2022/05/10 23:00 | Orlando City SC v Philadelphia Union | W | 2-1 |
| USA MLS | 2021/09/19 20:00 | Philadelphia Union v Orlando City SC | L | 3-1 |
| USA MLS | 2021/07/23 00:25 | Orlando City SC v Philadelphia Union | W | 2-1 |
| USA MLS is Back Tournament | 2020/07/21 00:00 | Philadelphia Union v Orlando City SC | D | 1-1 |
| USA MLS | 2019/07/07 20:30 | Philadelphia Union v Orlando City SC | D | 2-2 |
| USA MLS | 2019/07/03 23:30 | Orlando City SC v Philadelphia Union | L | 1-3 |
| 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 |
| USA MLS | 2015/10/25 21:00 | Philadelphia Union v Orlando City SC | L | 1-0 |
| USA MLS | 2015/08/08 23:30 | Orlando City SC v Philadelphia Union | D | 0-0 |
| Club Friendly List | 2014/02/19 23:00 | Orlando City SC v Philadelphia Union | D | 1-1 |