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| 04.07.2024 | D1 | Chicago Fire | 4-3 | Philadelphia Union | |
| 25.02.2024 | D1 | Philadelphia Union | 2-2 | Chicago Fire | |
| 16.04.2023 | D1 | Chicago Fire | 2-2 | Philadelphia Union | |
| 12.03.2023 | D1 | Philadelphia Union | 1-0 | Chicago Fire | |
| 14.08.2022 | D1 | Philadelphia Union | 4-1 | Chicago Fire | |
| 30.06.2022 | D1 | Chicago Fire | 1-0 | Philadelphia Union |
| GP | W | D | L | GF | GA | +/- | |
| home | 5 | 2 | 1 | 2 | 6 | 2 | 4 |
| away | 4 | 0 | 1 | 3 | 2 | 8 | -6 |
| total | 6 | 1 | 1 | 4 | 4 | 7 | -3 |
| Chicago Fire win | 32.50% | 13 |
| draw | 25.00% | 10 |
| Chicago Fire lose | 42.50% | 17 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 2 | 3 | 1 | 7 | 5 | 2 |
| away | 4 | 1 | 0 | 3 | 7 | 11 | -4 |
| total | 6 | 0 | 2 | 4 | 6 | 13 | -7 |
| Phila Union win | 42.50% | 17 |
| draw | 25.00% | 10 |
| Phila Union lose | 32.50% | 13 |
| 08.02.2025 | CF | Portland Timbers | 0-0 | Chicago Fire |  |
| 05.02.2025 | CF | Chicago Fire | 0-1 | Los Angeles FC |  |
| 25.01.2025 | CF | Chicago Fire | 2-0 | Sporting Kansas City |  |
| 19.01.2025 | CF | Chicago Fire | 0-1 | Fortaleza/CE | |
| 20.10.2024 | D1 | Chicago Fire | 0-3 | Nashville SC | |
| 03.10.2024 | D1 | Charlotte FC | 4-3 | Chicago Fire | |
| 07.02.2025 | CF | FC Cincinnati | 4-1 | Philadelphia Union | |
| 26.01.2025 | CF | AGF Aarhus | 2-1 | Philadelphia Union | |
| 19.01.2025 | CF | Philadelphia Union | 0-1 | Slavia Praha | |
| 20.10.2024 | D1 | Philadelphia Union | 1-2 | FC Cincinnati | |
| 06.10.2024 | D1 | Columbus Crew | 3-2 | Philadelphia Union | |
| 03.10.2024 | D1 | Orlando City SC | 2-1 | Philadelphia Union | |
| over 2.5 | 44.44% | 4 |
| under 2.5 | 55.56% | 5 |
| over 2.5 | 50.00% | 5 |
| under 2.5 | 50.00% | 5 |
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