| Woodland Park High School 16, Sand Creek 3 | Aug. 20 | Details |
| Conifer 11, Woodland Park High School 3 | Aug. 25 | Details |
| Palmer Ridge 14, Woodland Park High School 9 | Aug. 29 | Details |
| Woodland Park High School 8, Air Academy High School 5 | Aug. 30 | Details |
| Widefield High School 14, Woodland Park High School 12 () | Sept. 4 | Details |
| Woodland Park High School 19, Mesa Ridge High School 8 () | Sept. 6 | Details |
| Woodland Park High School 12, Gunnison 5 | Sept. 7 | Details |
| Falcon vs. Woodland Park High School at Falcon | Sept. 7 @ 3:15 p.m. | Map |
| Cheyenne Mountain High School 4, Woodland Park High School 2 | Sept. 7 | Details |
| Canon City vs. Woodland Park High School at Falcon | Sept. 7 @ 5:30 p.m. | Map |
| Woodland Park High School 8, Canon City 3 | Sept. 8 | Details |
| Woodland Park High School 12, Falcon 7 | Sept. 8 | Details |
| Woodland Park High School 22, Mitchell 0 () | Sept. 11 | Details |
| Woodland Park High School 21, Coronado 3 () | Sept. 13 | Details |
| Woodland Park High School 24, Wasson 0 () | Sept. 17 | Details |
| Woodland Park High School 23, Harrison 0 () | Sept. 20 | Details |
| Woodland Park High School 14, Cheyenne Mountain High School 6 | Sept. 22 | Details |
| Woodland Park High School 24, Sierra 0 () | Sept. 25 | Details |
| Woodland Park High School 27, Harrison 1 () | Sept. 27 | Details |
| Woodland Park High School 20, Sierra 1 () | Oct. 2 | Details |
| Widefield High School 13, Woodland Park High School 6 | Oct. 4 | Details |
| Pueblo South High School 2, Woodland Park High School 1 | Oct. 13 | Details |
| Evergreen 8, Woodland Park High School 3 | Oct. 13 | Details |
