| Monday, November 25, 2019 |
| 9th Boys Basketball vs First Practice | 4:00 pm | SHS | |
| Thursday, December 12, 2019 |
| 9th Boys Basketball vs Kelly Walsh | 4:00 - 5:30 pm | SHS | A and B |
| Tuesday, December 17, 2019 |
| 9th Boys Basketball vs Natrona | 4:00 - 5:30 pm | SHS | A and B |
| Friday, December 20, 2019 |
| 9th Boys Basketball @ Billings Skyview | 2:30 pm | Billings | A only |
| Friday, January 10, 2020 |
| 9th Boys Basketball vs Sheridan Invite | 4:00 pm | SHS | A and B |
| Saturday, January 11, 2020 |
| 9th Frosh Basketball vs Sheridan Invite | 9:00 - 4:00 pm | | |
| Tuesday, January 14, 2020 |
| 9th Boys Basketball vs Campbell County | 4:00 pm | SHS | A and B |
| Friday, January 17, 2020 |
| 9th Boys Basketball vs Billings Skyview | 4:00 pm | Billins | A and B |
| Saturday, January 18, 2020 |
| 9th Boys Basketball @ Thunder Basin | 10:00 - 11:30 am | Gillette | A and B |
| Friday, January 24, 2020 to Saturday, January 25, 2020 |
| 9th Boys Basketball @ Cheyenne Invite | All Day | Cheyenne | A only |
| Thursday, January 30, 2020 |
| 9th Boys Basketball @ KW | 4:00 - 5:30 pm | Casper | |
| Thursday, February 6, 2020 |
| 9th Boys Basketball vs Thunder Basin | 4:00 - 5:30 pm | SHS | A and B |
| Saturday, February 8, 2020 |
| 9th Boys Basketball @ Campbell County | 10:00 - 11:30 am | Gillette | A and B |
| Thursday, February 13, 2020 |
| 9th Boys Basketball @ Natrona | 4:00 - 5:30 pm | Casper | A and B |
| Thursday, February 20, 2020 |
| 9th Boys Basketball @ Geldien Tournament 1st rd | 4:00 pm | TBA | A only |
| Saturday, February 22, 2020 to Saturday, February 22, 2020 |
| 9th Boys Basketball @ Geldien Tournament 1st rd | All Day | Casper | |
