[4] Orlando City SC 2-1 Philadelphia Union [2] 2021-07-23 00:25
Stadium: Inter&Co Stadium
Referee: Alan Kelly Home Manager: Oscar Pareja Away Manager: Jim Curtin
Head to Head
| 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 |
Home History
| USA MLS | 2021/07/17 23:30 | Toronto FC v Orlando City SC | D | 1-1 |
| USA MLS | 2021/07/08 00:00 | Chicago Fire v Orlando City SC | L | 3-1 |
| USA MLS | 2021/07/03 23:30 | Orlando City SC v New York Red Bulls | L | 1-2 |
| USA MLS | 2021/06/26 00:00 | Inter Miami CF v Orlando City SC | W | 1-2 |
| USA MLS | 2021/06/23 00:00 | Orlando City SC v San Jose Earthquakes | W | 5-0 |
| USA MLS | 2021/06/19 23:30 | Toronto FC v Orlando City SC | W | 2-3 |
| USA MLS | 2021/05/29 17:00 | New York Red Bulls v Orlando City SC | L | 2-1 |
| USA MLS | 2021/05/22 23:00 | Orlando City SC v Toronto FC | W | 1-0 |
Away History
| USA MLS | 2021/07/17 23:30 | Philadelphia Union v DC United | W | 2-1 |
| USA MLS | 2021/07/09 00:00 | New York Red Bulls v Philadelphia Union | D | 1-1 |
| USA MLS | 2021/07/04 00:00 | Nashville SC v Philadelphia Union | L | 1-0 |
| USA MLS | 2021/06/27 00:00 | Chicago Fire v Philadelphia Union | D | 3-3 |
| USA MLS | 2021/06/23 23:30 | Philadelphia Union v Columbus Crew | W | 1-0 |
| USA MLS | 2021/06/20 18:00 | Atlanta United v Philadelphia Union | D | 2-2 |
| USA MLS | 2021/05/30 23:00 | Philadelphia Union v Portland Timbers | W | 3-0 |
| USA MLS | 2021/05/23 23:15 | DC United v Philadelphia Union | W | 0-1 |