Winston Co. Chiefs Fall 2025 Schedule
| Details | Date | Time | Opponent | Score | Location |
| August | |||||
| Box Score | Sat, 8/16/25 | 10:00 am | @ Noxubee County Titans | L 0 - 1 | |
| Box Score | Sat, 8/30/25 | 10:00 am | @ Central Mississippi Oilers | L 13 - 19 | |
| September | |||||
| Box Score | Sat, 9/6/25 | 10:00 am | @ Durant Raiders | L 19 - 20 | |
| Box Score | Sat, 9/13/25 | 10:00 am | Choctaw Co. Steelers | W 6 - 13 | |
| Box Score | Sat, 9/20/25 | 10:00 am | @ Lexington Colts | W 14 - 7 | |
| Box Score | Sat, 9/27/25 | 10:00 am | Kosciusko Little Whippets | W 6 - 13 | |
| October | |||||
| Box Score | Sat, 10/4/25 | 10:00 am | Webster Co. Bulldogs | W 0 - 12 | |
