| MLS | 04.07.19 | Orlando City | - | Philadelphia Union | 1:3 | ||||
| MLS | 07.07.19 | Philadelphia Union | - | Orlando City | 2:2 | ||||
| MLS | 22.08.21 | Philadelphia Union | - | CF Montréal | 1:1 |  |
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| MLS | 16.10.21 | CF Montréal | - | Philadelphia Union | 2:2 | ||||
| MLS | 05.03.22 | CF Montréal | - | Philadelphia Union | 1:2 | ||||
| MLS | 23.04.22 | Philadelphia Union | - | CF Montréal | 1:1 | |
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| MLS | 19.03.23 | CF Montréal | - | Philadelphia Union | 3:2 | ||||
| 16.08.23 | Philadelphia Union | - | Inter Miami CF | 1:4 |
Canada
Jamaïque