| Sunday, August 16, 2020 |
| Cross Country Parent Meeting | 7:00 - 8:00 pm | SHS Gym | |
| Monday, August 17, 2020 |
| Cross Country 1st practice | 6:30 am | | |
| Friday, August 28, 2020 to Friday, August 28, 2020 |
| Cross Country JV @ Big Horn invite | All Day | | Results:  |
| Friday, August 28, 2020 |
| CC @ KW Beartrap Meet | 12:00 pm | | Results: |
| Saturday, September 5, 2020 to Saturday, September 5, 2020 |
| Cross Country @ Buffalo | All Day | Buffalo | |
| Friday, September 11, 2020 to Friday, September 11, 2020 |
| Cross Country JV @ Big Horn invite | All Day | | |
| Friday, September 18, 2020 to Saturday, September 19, 2020 |
| Cross Country vs Michelle Ludwig | All Day | Sheridan, WY 82801, USA | Races @ Black Tooth Park, 1 race on Friday, 2 races on Saturday
Friday 4 pm
Saturday 9 & 12:30 |
| Friday, September 25, 2020 to Friday, September 25, 2020 |
| Cross Country @ Natrona and Buffalo | All Day | Buffalo and Natrona meets | |
| Friday, October 2, 2020 to Friday, October 2, 2020 |
| Cross Country @ Cody | All Day | Cody | |
| Friday, October 9, 2020 |
| Cross Country @ Wayne Cheney Invite | 2:00 pm | Gillette, WY, USA | |
| Saturday, October 10, 2020 to Saturday, October 10, 2020 |
| Cross Country @ Casper Tentative | All Day | | |
| Friday, October 16, 2020 |
| Cross Country @ Conference Meet | 1:00 pm | Cheyenne, WY, USA | |
| Saturday, October 24, 2020 |
| Cross Country @ State Meet | 1:00 pm | Afton, WY 83110, USA | |
| Saturday, November 14, 2020 to Saturday, November 14, 2020 |
| Cross Country @ NXN Nike Cross Northwest | All Day | Boise, ID, USA | |
