| 2025-11-01 | Chicago FirevPhiladelphia UnionMLS · United States | 0–3 | MLS · United States |
| 2025-10-26 | Philadelphia UnionvChicago FireMLS · United States | 2–2 | MLS · United States |
| 2025-10-23 | Chicago FirevOrlando CityMLS · United States | 3–1 | MLS · United States |
| 2025-10-18 | New England RevolutionvChicago FireMLS · United States | 2–2 | MLS · United States |
| 2025-10-05 | Chicago FirevToronto FCMLS · United States | 2–2 | MLS · United States |
| 2025-10-01 | Inter MiamivChicago FireMLS · United States | 3–5 | MLS · United States |
| 2025-09-28 | Chicago FirevColumbus CrewMLS · United States | 2–0 | MLS · United States |
| 2025-09-21 | Minnesota UnitedvChicago FireMLS · United States | 0–3 | MLS · United States |
| 2025-09-14 | Chicago FirevNew York CityMLS · United States | 1–3 | MLS · United States |
| 2025-09-07 | Chicago FirevNew England RevolutionMLS · United States | 3–2 | MLS · United States |
| 2025-08-24 | Philadelphia UnionvChicago FireMLS · United States | 4–0 | MLS · United States |
| 2025-08-17 | Chicago FirevSt. Louis CityMLS · United States | 3–2 | MLS · United States |
| 2025-08-10 | Chicago FirevLos Angeles FCMLS · United States | 2–2 | MLS · United States |
| 2025-07-27 | Chicago FirevNew York Red BullsMLS · United States | 1–0 | MLS · United States |
| 2025-07-20 | CF MontrealvChicago FireMLS · United States | 0–2 | MLS · United States |
| 2025-07-17 | Atlanta UtdvChicago FireMLS · United States | 2–2 | MLS · United States |
| 2025-07-13 | Chicago FirevSan Diego FCMLS · United States | 1–2 | MLS · United States |
| 2025-07-06 | FC CincinnativChicago FireMLS · United States | 2–1 | MLS · United States |
| 2025-06-29 | Chicago FirevCharlotteMLS · United States | 3–2 | MLS · United States |
| 2025-06-26 | Chicago FirevPhiladelphia UnionMLS · United States | 0–1 | MLS · United States |
| 2025-06-15 | Chicago FirevNashville SCMLS · United States | 0–2 | MLS · United States |
| 2025-06-08 | DC UnitedvChicago FireMLS · United States | 1–7 | MLS · United States |
| 2025-06-01 | Orlando CityvChicago FireMLS · United States | 1–3 | MLS · United States |
| 2025-05-25 | New York CityvChicago FireMLS · United States | 3–1 | MLS · United States |
| 2025-05-18 | CharlottevChicago FireMLS · United States | 1–4 | MLS · United States |
| 2025-05-10 | Chicago FirevAtlanta UtdMLS · United States | 2–1 | MLS · United States |
| 2025-05-04 | Chicago FirevOrlando CityMLS · United States | 0–0 | MLS · United States |
| 2025-04-27 | Nashville SCvChicago FireMLS · United States | 7–2 | MLS · United States |
| 2025-04-20 | Chicago FirevFC CincinnatiMLS · United States | 2–3 | MLS · United States |
| 2025-04-13 | Chicago FirevInter MiamiMLS · United States | 0–0 | MLS · United States |
| 2025-04-06 | New York Red BullsvChicago FireMLS · United States | 2–1 | MLS · United States |
| 2025-03-30 | Chicago FirevCF MontrealMLS · United States | 1–1 | MLS · United States |
| 2025-03-23 | Vancouver WhitecapsvChicago FireMLS · United States | 1–3 | MLS · United States |
| 2025-03-15 | Toronto FCvChicago FireMLS · United States | 1–2 | MLS · United States |
| 2025-03-09 | FC DallasvChicago FireMLS · United States | 1–3 | MLS · United States |
| 2025-03-02 | Chicago FirevDC UnitedMLS · United States | 2–2 | MLS · United States |
| 2025-02-23 | Columbus CrewvChicago FireMLS · United States | 4–2 | MLS · United States |