| The Classical Academy 51, James Irwin Charter High School 26 () | Dec. 4 | Details |
| The Classical Academy 40, Peak to Peak 35 | Dec. 7 | Details |
| The Classical Academy 47, Woodland Park High School 20 | Dec. 11 | Details |
| The Classical Academy 39, Evangelical Christian Academy 32 | Dec. 15 | Details |
| The Classical Academy 41, Pueblo Centennial 25 | Dec. 21 | Details |
| The Classical Academy 50, Florence 35 () | Jan. 4 | Details |
| The Classical Academy 33, St. Marys Academy 22 | Jan. 5 | Details |
| The Classical Academy 40, Fountain Valley 21 () | Jan. 9 | Details |
| The Classical Academy 48, Buena Vista 44 () | Jan. 11 | Details |
| The Classical Academy 37, Colorado Springs Christian School 22 () | Jan. 15 | Details |
| The Classical Academy 26, Manitou Springs High School 16 () | Jan. 23 | Details |
| Salida 27, The Classical Academy 20 () | Jan. 25 | Details |
| The Classical Academy 48, Florence 34 () | Jan. 29 | Details |
| The Classical Academy 39, Fountain Valley 14 () | Feb. 1 | Details |
| The Classical Academy 33, Colorado Springs Christian School 29 () | Feb. 4 | Details |
| Buena Vista 37, The Classical Academy 32 () | Feb. 9 | Details |
| The Classical Academy 41, Manitou Springs High School 33 () | Feb. 15 | Details |
| Salida 35, The Classical Academy 33 () | Feb. 16 | Details |
| The Classical Academy 44, Jefferson Academy 38 | Feb. 22 | Details |
| St. Mary's 41, The Classical Academy 31 | Feb. 26 | Details |
| La Junta 40, The Classical Academy 30 | Mar. 1 | Details |
| The Classical Academy 43, Ellicott 29 | Mar. 2 | Details |
| Peak to Peak 48, The Classical Academy 47 | Mar. 8 | Details |
