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 |
|---|---|---|---|---|
| 2021-08-22 | USA Major League Soccer | Orlando City | 1 : 0 | Chicago Fire |
| 2021-08-19 | USA Major League Soccer | Nashville | 1 : 1 | Orlando City |
| 2021-08-13 | CONCACAF Leagues Cup | Orlando City | 0 : 1 | Santos Laguna |
| 2021-08-08 | USA Major League Soccer | FC Cincinnati | 1 : 1 | Orlando City |
| 2021-08-05 | USA Major League Soccer | Orlando City | 1 : 1 | Inter Miami CF |
| 2021-07-31 | USA Major League Soccer | Orlando City | 3 : 2 | Atlanta United |
| 2021-07-26 | USA Major League Soccer | New York City FC | 5 : 0 | Orlando City |
| 2021-07-23 | USA Major League Soccer | Orlando City | 2 : 1 | Philadelphia Union |
| 2021-07-18 | USA Major League Soccer | Toronto FC | 1 : 1 | Orlando City |
| 2021-07-08 | USA Major League Soccer | Chicago Fire | 3 : 1 | Orlando City |
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