| | | |
| 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 | | Chicago Fire FC II at Chattanooga FC | 7:00 p.m. |
| July 13, 2025 | | New England Revolution II at Chicago Fire FC II | 2:00 p.m. |
| July 20, 2025 | | Chicago Fire FC II at Toronto FC II | 3:00 p.m. |
| July 27, 2025 | | New York Red Bulls II at Chicago Fire FC II | 2:00 p.m. |
| August 3, 2025 | | Columbus Crew 2 at Chicago Fire FC II | 2:00 p.m. |
| August 8, 2025 | | Chicago Fire FC II at New York City FC II | 7:30 p.m. |
| August 15, 2025 | | Philadelphia Union II at Chicago Fire FC II | 8:00 p.m. |
| August 24, 2025 | | Chicago Fire FC II at New York Red Bulls II | 7:00 p.m. |
| August 31, 2025 | | Chicago Fire FC II at New England Revolution II | 3:00 p.m. |
| September 10, 2025 | | FC Cincinnati 2 at Chicago Fire FC II | 8:00 p.m. |
| September 14, 2025 | | New York City FC II at Chicago Fire FC II | 9:00 p.m. |
| September 21, 2025 | | Chicago Fire FC II at Philadelphia Union II | 3:00 p.m. |
| September 28, 2025 | | Atlanta United 2 at Chicago Fire FC II | 2:00 p.m. |
| October 5, 2025 | | Chicago Fire FC II at Columbus Crew 2 | 1:00 p.m. |
Chicago Fire FC II Schedule
