Head to Head
| USA - MLS | 2024/05/11 23:30 | Philadelphia Union v Orlando City SC | W | 2-3 |
| USA - MLS | 2023/06/21 23:30 | Orlando City SC v Philadelphia Union | D | 2-2 |
| USA - MLS | 2023/03/25 23:30 | Philadelphia Union v Orlando City SC | W | 1-2 |
| USA - MLS | 2022/09/10 23:30 | Philadelphia Union v Orlando City SC | L | 5-1 |
| USA - MLS | 2022/07/23 23:30 | Orlando City SC v Philadelphia Union | L | 0-1 |
| 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 |
Home History
| USA - MLS | 2024/06/01 23:30 | New York Red Bulls v Orlando City SC | L | 1-0 |
| USA - MLS | 2024/05/30 00:30 | Chicago Fire v Orlando City SC | D | 1-1 |
| USA - MLS | 2024/05/25 23:30 | Orlando City SC v Columbus Crew | L | 0-2 |
| USA - MLS | 2024/05/19 02:30 | San Jose Earthquakes v Orlando City SC | W | 0-1 |
| USA - MLS | 2024/05/15 23:30 | Orlando City SC v Inter Miami CF | D | 0-0 |
| USA - MLS | 2024/05/11 23:30 | Philadelphia Union v Orlando City SC | W | 2-3 |
| USA - MLS | 2024/05/04 23:30 | Orlando City SC v FC Cincinnati | L | 0-1 |
| USA - MLS | 2024/04/27 23:30 | Orlando City SC v Toronto FC | L | 1-2 |
Away History
| USA - MLS | 2024/06/01 23:30 | Philadelphia Union v CF Montreal | D | 2-2 |
| USA - MLS | 2024/05/29 23:30 | Philadelphia Union v Toronto FC | D | 0-0 |
| USA - MLS | 2024/05/25 23:30 | Charlotte FC v Philadelphia Union | D | 0-0 |
| USA - MLS | 2024/05/18 23:30 | New England Revolution v Philadelphia Union | W | 0-3 |
| USA - MLS | 2024/05/15 23:30 | Philadelphia Union v New York City FC | L | 1-2 |
| USA - MLS | 2024/05/11 23:30 | Philadelphia Union v Orlando City SC | L | 2-3 |
| USA - MLS | 2024/05/04 23:30 | DC United v Philadelphia Union | D | 2-2 |
| USA - MLS | 2024/04/30 23:30 | Philadelphia Union v Seattle Sounders | L | 2-3 |