| | | |
| March 9, 2025 | L | Huntsville City Football Club 4 at Chicago Fire FC II 1 | Final |
| March 13, 2025 | W | Toronto FC II 0 at Chicago Fire FC II 1 | Final |
| March 30, 2025 | W | Chicago Fire FC II 2 at FC Cincinnati 2 1 | Final |
| April 6, 2025 | L | Chicago Fire FC II 2 at New York Red Bulls II 3 | Final |
| April 20, 2025 | L | Chicago Fire FC II 0 at Huntsville City Football Club 5 | Final |
| April 25, 2025 | L | Chicago Fire FC II 0 at Toronto FC II 2 | Final |
| May 2, 2025 | W | Orlando City B 1 at Chicago Fire FC II 5 | Final |
| May 9, 2025 | W | FC Cincinnati 2 1 at Chicago Fire FC II 2 | Final |
| May 23, 2025 | T | Chicago Fire FC II 2 at New York City FC II 2 | Final (PK 2-4) |
| June 1, 2025 | W | Columbus Crew 2 0 at Chicago Fire FC II 5 | Final |
| June 9, 2025 | T | New England Revolution II 2 at Chicago Fire FC II 2 | Final (PK 5-4) |
| June 14, 2025 | T | Chicago Fire FC II 1 at Carolina Core FC 1 | Final (PK 5-4) |
| June 25, 2025 | W | Chicago Fire FC II 3 at Inter Miami CF II 1 | Final |
| June 30, 2025 | T | Crown Legacy FC 1 at Chicago Fire FC II 1 | Final (PK 3-5) |
| July 5, 2025 | W | Chicago Fire FC II 1 at Chattanooga FC 0 | Final |
| July 13, 2025 | L | New England Revolution II 4 at Chicago Fire FC II 3 | Final |
| July 20, 2025 | W | Chicago Fire FC II 3 at Toronto FC II 2 | Final |
| July 27, 2025 | W | New York Red Bulls II 2 at Chicago Fire FC II 9 | Final |
| August 3, 2025 | W | Columbus Crew 2 1 at Chicago Fire FC II 6 | Final |
| August 8, 2025 | T | Chicago Fire FC II 3 at New York City FC II 3 | Final (PK 4-1) |
| August 15, 2025 | W | Philadelphia Union II 0 at Chicago Fire FC II 2 | Final |
| August 24, 2025 | L | Chicago Fire FC II 0 at New York Red Bulls II 1 | Final |
| August 31, 2025 | T | Chicago Fire FC II 2 at New England Revolution II 2 | Final (PK 3-1) |
| September 10, 2025 | W | FC Cincinnati 2 1 at Chicago Fire FC II 2 | Final |
| September 14, 2025 | L | New York City FC II 5 at Chicago Fire FC II 4 | Final |
| September 21, 2025 | L | Chicago Fire FC II 2 at Philadelphia Union II 5 | Final |
| September 28, 2025 | L | Atlanta United 2 5 at Chicago Fire FC II 2 | Final |
| October 5, 2025 | T | Chicago Fire FC II 3 at Columbus Crew 2 3 | Final (PK 3-2) |
| October 19, 2025 | W | Chicago Fire FC II 1 at New England Revolution II 0 (Playoff) | Final |
| October 26, 2025 | L | Chicago Fire FC II 3 at New York Red Bulls II 5 (Playoff) | Final |
Chicago Fire FC II Schedule
