| Fri, Aug 22 | Boys Varsity Football (A) vs Loveland | 7:00 PM | Loveland High School |
| Sat, Aug 23 | Boys Junior Varsity Football (H) vs Loveland | 10:00 AM | William Henry Harrison High School |
| | Boys Freshman Football (H) vs Loveland | 12:00 PM | William Henry Harrison High School |
| Fri, Aug 29 | Boys Varsity Football (A) vs East Central | 7:00 PM | East Central High School |
| Sat, Aug 30 | Boys Junior Varsity Football (H) vs East Central | 10:00 AM | William Henry Harrison High School |
| | Boys Freshman Football (H) vs East Central | 12:00 PM | William Henry Harrison High School |
| Fri, Sep 05 | Boys Varsity Football (H) vs Beavercreek | 7:00 PM | William Henry Harrison High School / MERCY HEALTH NIGHT / HJS Recognition Night |
| Sat, Sep 06 | Boys Junior Varsity Football (A) vs Beavercreek | 10:00 AM | Beavercreek High School |
| | Boys Freshman Football (A) vs Beavercreek | 12:00 PM | Beavercreek High School |
| Fri, Sep 12 | Boys Varsity Football (H) vs West High | 7:00 PM | William Henry Harrison High School / HYF Night / Boley Braces |
| Sat, Sep 13 | Boys Junior Varsity Football (A) vs West High | 10:00 AM | Western Hills High School |
| Fri, Sep 19 | Boys Varsity Football (H) vs Ross | 7:00 PM | William Henry Harrison High School / Homecoming Game |
| Sat, Sep 20 | Boys Junior Varsity Football (A) vs Ross | 10:00 AM | Ross High School |
| Thu, Sep 25 | Boys Freshman Football (A) vs Moeller | 6:00 AM | Moeller High School |
| Fri, Sep 26 | Boys Varsity Football (A) vs CHCA | 7:00 PM | Cincinnati Hills Christian Academy |
| Sat, Sep 27 | Boys Junior Varsity Football (H) vs CHCA | 10:00 AM | William Henry Harrison High School |
| Fri, Oct 03 | Boys Varsity Football (A) vs Mt. Healthy | 7:00 PM | Mt. Healthy High School |
| Sat, Oct 04 | Boys Junior Varsity Football (A) vs LaSalle | 10:00 AM | LaSalle High School |
| | Boys Freshman Football (A) vs LaSalle | 12:00 PM | LaSalle High School |
| Fri, Oct 10 | Boys Varsity Football (A) vs Talawanda | 7:00 PM | Talawanda High School |
| Sat, Oct 11 | Boys Junior Varsity Football (H) vs Talawanda | 10:00 AM | William Henry Harrison High School |
| | Boys Freshman Football (H) vs Batesville | 12:00 PM | William Henry Harrison High School |
| Fri, Oct 17 | Boys Varsity Football (H) vs DeSales | 7:00 PM | William Henry Harrison High School / Senior Night |
| Sat, Oct 18 | Boys Junior Varsity Football (H) vs Northwest High School | 10:00 AM | William Henry Harrison High School |
| Fri, Oct 24 | Boys Varsity Football (A) vs Northwest | 7:00 PM | Northwest High School |
| Sat, Oct 25 | Boys Freshman Football (A) vs Kings | 12:00 PM | Kings High School |