| Monday, August 10, 2020 to Monday, August 10, 2020 |
| Tennis 1st Practice | All Day | | |
| Monday, August 10, 2020 |
| Tennis 1st Practice | 4:00 pm | SHS | |
| Saturday, August 15, 2020 to Saturday, August 15, 2020 |
| Tennis @ Casper Jamboree | All Day | Casper | |
| Thursday, August 20, 2020 |
| Tennis @ Jackson | 3:00 pm | Jackson | |
| Friday, August 21, 2020 |
| Tennis @ NC/KW | 11:00 am | Casper | 11 am and 3 pm |
| Saturday, August 22, 2020 |
| Tennis JV vs Sheridan Invite | 12:00 - 3:00 pm | Sheridan | 10:00 AM and 1:00 |
| Friday, August 28, 2020 |
| Tennis @ Cody/Powell | 11:00 - 3:00 pm | Cody | Powell 11 - Cody 3 |
| Saturday, August 29, 2020 |
| Tennis vs Torrington | 12:00 - 3:00 pm | Sheridan | Torrington 12:00/Lar 3:00 |
| JV Tennis@ Casper Invite | 10:00 am | Casper | |
| Friday, September 4, 2020 |
| Tennis vs East/Central | 11:00 - 3:00 pm | Sheridan | Varsity Only |
| Saturday, September 5, 2020 |
| Tennis vs Laramie/South | 9:00 am | Sheridan | South @ 9 am, Laramie @ 12 noon |
| Saturday, September 12, 2020 |
| Tennis JV @ Gillette JV Invite | 9:00 am | Gillette | |
| Tennis vs Gillette vs Thunder Basin/ Campbell County | 10:00 - 1:00 pm | Sheridan | Varsity Only |
| Friday, September 18, 2020 to Friday, September 18, 2020 |
| Tennis vs Conference Meet | All Day | Cody | |
| Thursday, September 24, 2020 to Friday, September 25, 2020 |
| Tennis @ State Meet | All Day | Gillette | |
