| MLS | 23.07.21 | Orlando City | - | Philadelphia Union | 2:1 | ||||
| MLS | 19.09.21 | Philadelphia Union | - | Orlando City | 3:1 | ||||
| Open Cup | 11.05.22 | Orlando City | - | Philadelphia Union | 2:1 | ||||
| MLS | 24.07.22 | Orlando City | - | Philadelphia Union | 0:1 |  |
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| MLS | 11.09.22 | Philadelphia Union | - | Orlando City | 5:1 | |
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| MLS | 12.05.24 | Philadelphia Union | - | Orlando City | 2:3 | |
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| MLS | 03.10.24 | Orlando City | - | Philadelphia Union | 2:1 |  |
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| MLS | 23.02.25 | Orlando City | - | Philadelphia Union | 2:4 | |
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| MLS | 06.04.25 | Philadelphia Union | - | Orlando City | 0:0 |
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