Winchester Cougars HW Fall 2025 Schedule
| Details | Date | Time | Opponent | Score | Location |
| August | |||||
| Box Score | Thu, 8/16/01 | 11:30 am | @ Pittsfield Saukees HW | W 22 - 0 | Pittsfield High School |
| Game Info | Thu, 8/23/01 | 11:30 am | @ Pleasant Hill Wolves HW | Pleasant Hill High School | |
| Box Score | Thu, 8/30/01 | 11:30 am | @ Quincy Raiders HW | L 6 - 42 | Quincy Notre Dame High School |
| September | |||||
| Box Score | Thu, 9/13/01 | 11:30 am | Jacksonville Jr.Irish HW | W 6 - 13 | Winchester High School |
| Box Score | Thu, 9/20/01 | 11:30 am | Carrollton Hawks HW | W 6 - 28 | Winchester High School |
| Game Info | Mon, 9/3/01 | 7:30 pm | @ North Greene Knights HW | White Hall Reservoir | |
| August | |||||
| Box Score | Thu, 8/14/25 | 8:00 pm | @ North Greene Knights HW | L 16 - 20 | North Greene HS |
| Box Score | Sat, 8/23/25 | 12:00 pm | @ Pleasant Hill Wolves HW | W 12 - 0 | Pleasant Hill High School |
| September | |||||
| Box Score | Sat, 9/6/25 | 11:30 am | Calhoun Warriors HW | W 6 - 36 | |
