| 1. Round | 25/02/2024 | Philadelphia Union | - | Chicago Fire | 2:2 |  |
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| 2. Round | 03/03/2024 | Sporting Kansas City | - | Philadelphia Union | 1:1 | ||||
| 4. Round | 17/03/2024 | Austin FC | - | Philadelphia Union | 2:2 | |
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| 6. Round | 30/03/2024 | Philadelphia Union | - | Minnesota United FC | 2:0 | |
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| 7. Round | 07/04/2024 | Nashville SC | - | Philadelphia Union | 1:2 | ||||
| 8. Round | 14/04/2024 | Atlanta United FC | - | Philadelphia Union | 2:2 | |
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| 10. Round | 28/04/2024 | Philadelphia Union | - | Real Salt Lake | 1:2 | ||||
| 3. Round | 01/05/2024 | Philadelphia Union | - | Seattle Sounders | 2:3 | ||||
| 11. Round | 05/05/2024 | D.C. United | - | Philadelphia Union | 2:2 | ||||
| 12. Round | 12/05/2024 | Philadelphia Union | - | Orlando City | 2:3 | ||||
| 13. Round | 16/05/2024 | Philadelphia Union | - | New York City FC | 1:2 | ||||
| 14. Round | 19/05/2024 | New England Revolution | - | Philadelphia Union | 0:3 | ||||
| 16. Round | 30/05/2024 | Philadelphia Union | - | Toronto FC | 0:0 | ||||
| 17. Round | 02/06/2024 | Philadelphia Union | - | CF Montréal | 2:2 | ||||
| 25. Round | 18/07/2024 | Philadelphia Union | - | New England Revolution | 5:1 | ||||
| 26. Round | 21/07/2024 | Philadelphia Union | - | Nashville SC | 3:0 |
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