Todos os países
| Nenhuma partida encontrada |
| 1/8-finals - 2nd leg | Chicago Fire | Philadelphia Union | 0:3 (0:3, 0:0) | detalhes | 01.11.2025 | |||
| 1/8-finals - 1st leg | Philadelphia Union | Chicago Fire | 3:2 AfP (0:0, 2:2, 4:2) | detalhes | 26.10.2025 | |||
| 1/16-finals | Chicago Fire | Orlando City | 3:1 (0:0, 3:1) | detalhes | 23.10.2025 | |||
| New England Revolution | Chicago Fire | 2:2 (1:0, 1:2) | detalhes | 19.10.2025 | ||||
| Chicago Fire | Toronto FC | 2:2 (0:1, 2:1) | detalhes | 05.10.2025 | ||||