Summary of previous matches between the team of Orlando City and the team of Philadelphia Union since 2012-02-19:
Orlando City won 10 matches against Philadelphia Union, lost 10 matches, and 8 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2023-09-21 | USA Major League Soccer | New York City FC | 2 : 0 | Orlando City |
| 2023-09-17 | USA Major League Soccer | Orlando City | 4 : 3 | Columbus Crew |
| 2023-09-03 | USA Major League Soccer | FC Cincinnati | 0 : 1 | Orlando City |
| 2023-08-31 | USA Major League Soccer | Charlotte FC | 1 : 1 | Orlando City |
| 2023-08-27 | USA Major League Soccer | Orlando City | 2 : 1 | St. Louis City |
| 2023-08-21 | USA Major League Soccer | Chicago Fire | 1 : 3 | Orlando City |
| 2023-08-03 | North Central America Leagues Cup | Inter Miami CF | 3 : 1 | Orlando City |
| 2023-07-16 | USA Major League Soccer | Atlanta United | 1 : 2 | Orlando City |
| 2023-07-09 | USA Major League Soccer | Real Salt Lake | 4 : 0 | Orlando City |
| 2023-07-05 | USA Major League Soccer | Orlando City | 4 : 0 | Toronto FC |
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