Winchester Cougars HW Fall 2024 Schedule
| Details | Date | Time | Opponent | Score | Location |
| August | |||||
| Box Score | Sat, 8/17/24 | 11:30 am | @ Jacksonville Jr.Irish HW | W 31 - 0 | Jacksonville |
| Box Score | Sun, 8/25/24 | 5:30 pm | Mendon Unity Mustangs HW | L 25 - 20 | Winchester High School |
| Box Score | Sat, 8/31/24 | 11:30 am | @ Carrollton Hawks HW | W 43 - 0 | Carrollton High School |
| September | |||||
| Box Score | Wed, 9/4/24 | 7:30 pm | North Greene Knights HW | L 12 - 6 | Winchester High School |
| Box Score | Sat, 9/7/24 | 11:30 am | @ Quincy Raiders HW | L 6 - 28 | Quincy Notre Dame High School |
| Box Score | Sat, 9/14/24 | 11:30 am | Calhoun Warriors HW | L 33 - 6 | Winchester High School |
| Box Score | Sun, 9/22/24 | 2:30 pm | Triopia Trojans HW | W 7 - 28 | Winchester High School |
