Winston Co. Chiefs Fall 2025 Schedule
| Details | Date | Time | Opponent | Score | Location |
| August | |||||
| Box Score | Sat, 8/16/25 | 12:00 pm | @ Noxubee County Titans | W 1 - 0 | |
| Box Score | Sat, 8/30/25 | 12:00 pm | @ Central Mississippi Oilers | W 22 - 8 | |
| September | |||||
| Box Score | Sat, 9/6/25 | 12:00 pm | @ Durant Raiders | W 28 - 6 | |
| Box Score | Sat, 9/13/25 | 12:00 pm | Choctaw Co. Steelers | W 0 - 30 | |
| Box Score | Sat, 9/20/25 | 12:00 pm | @ Lexington Colts | W 36 - 0 | |
| Box Score | Sat, 9/27/25 | 12:00 pm | Kosciusko Little Whippets | W 0 - 6 | |
| October | |||||
| Box Score | Sat, 10/4/25 | 12:00 pm | Webster Co. Bulldogs | W 0 - 6 | |
