| Monday, November 23, 2020 |
| Wrestling vs 1st Practice | 4:00 pm | | |
| Thursday, December 10, 2020 |
| JV Wrestling vs Tongue River | 4:00 pm | | |
| Wrestling vs Worland | 5:00 pm | | Varsity |
| Friday, December 11, 2020 to Saturday, December 12, 2020 |
| Wrestling @ Powell Tourney | All Day | | |
| Friday, December 18, 2020 to Saturday, December 19, 2020 |
| Wrestling @ Worland Duals | All Day | Worland | |
| Tuesday, December 22, 2020 |
| Wrestling vs Border War | 10:00 am | | Billings West, Skyview, Senior and Colstrip vs SHS, Thunderbasin, Kelly Walsh and 1 more from Wyoming |
| Friday, January 8, 2021 to Saturday, January 9, 2021 |
| Wrestling @ Shane Shatto Tourney | All Day | Douglas | |
| Friday, January 15, 2021 to Saturday, January 16, 2021 |
| Wrestling @ State 4A Duals or Border War | All Day | Rock Springs | |
| Thursday, January 21, 2021 |
| Wrestling @ Buffalo | 5:00 - 6:00 pm | | Weigh ins @ 4, JV @ 5, Varsity @ 6 pm |
| Friday, January 22, 2021 to Saturday, January 23, 2021 |
| Wrestling @ Moorcroft Toureny | All Day | | |
| Thursday, January 28, 2021 |
| Wrestling @ KW | 3:00 - 4:00 pm | | |
| Friday, January 29, 2021 to Saturday, January 30, 2021 |
| Wrestling @ Ron Thon Tourney | All Day | Riverton | |
| Thursday, February 4, 2021 |
| Wrestling vs Natrona County | 4:00 - 5:00 pm | | |
| Friday, February 5, 2021 |
| Wrestling @ East/Central | 4:00 pm | Storey Gym in Cheyenne | |
| Saturday, February 6, 2021 |
| Wrestling @ South | 10:00 - 11:00 am | Cheyenne | |
| Thursday, February 11, 2021 to Thursday, February 11, 2021 |
| Wrestling @ Campbell County | All Day | | |
| Friday, February 12, 2021 |
| Wrestling vs Thunderbasin | 6:00 - 7:00 pm | | |
| Friday, February 19, 2021 to Saturday, February 20, 2021 |
| Wrestling vs Regionals (Sheridan) | All Day | | |
| Friday, February 26, 2021 to Saturday, February 27, 2021 |
| Wrestling @ State | All Day | Casper | |
