| Sunday, August 11, 2019 |
| Football Parent Meeting | 4:00 pm | SHS Auditorium | |
| Monday, August 12, 2019 |
| JV Football 1st Practice | 7:00 am | Scott Field | |
| Saturday, August 31, 2019 |
| JV Football vs Rock Springs | 9:00 am | Scott Field | Sheridan 34 Rock Springs 14 |
| Saturday, September 7, 2019 |
| JV Football @ Billings West | 11:00 am | Billings | |
| Saturday, September 14, 2019 |
| JV Football @ Natrona | 9:30 am | Casper | |
| Saturday, September 21, 2019 |
| JV Football vs Thunder Basin | 1:30 pm | Scott Field | |
| Saturday, September 28, 2019 |
| JV Football @ Kelly Walsh | 11:00 am | Casper | |
| Saturday, October 5, 2019 |
| JV Football vs Billings Skyview | 11:00 am | Scott Field | |
| Saturday, October 12, 2019 |
| JV Football vs Campbell County | 11:00 am | Scott Field | |
| Saturday, October 19, 2019 |
| JV Football vs Tongue River | 11:00 am | Scott Field | |
| Saturday, October 26, 2019 |
| JV Football vs Cheyenne East | 10:00 am | Scott Field | |
