| Sat, Dec 09 | Boys Varsity Wrestling (A) vs Findlay Duals | 10:00 AM | Findlay High School |
| Fri, Dec 15 | Boys Varsity Wrestling (A) vs Moeller | 7:00 PM | Moeller High School |
| Sat, Dec 16 | Boys Varsity Wrestling (H) vs Harrison Duals | 10:00 AM | William Henry Harrison High School |
| Fri, Dec 22 | Boys Varsity Wrestling (A) vs Coaches Classic | 2:00 PM | Middletown High School |
| Sat, Dec 23 | Boys Varsity Wrestling (A) vs Coaches Classic | 10:00 AM | Middletown High School |
| Fri, Jan 05 | Boys Varsity Wrestling (A) vs Fairfield Invitational | 5:00 PM | Fairfield High School |
| Sat, Jan 06 | Boys Varsity Wrestling (A) vs Fairfield Invitational | 10:00 AM | Fairfield High School |
| Fri, Jan 12 | Boys Varsity Wrestling (A) vs Top Gun | 4:00 PM | Alliance High School |
| Sat, Jan 13 | Boys Varsity Wrestling (A) vs Top Gun | 10:00 AM | Alliance High School |
| Thu, Jan 18 | Boys Varsity Wrestling (H) vs Elder | 7:00 PM | William Henry Harrison High School |
| Sat, Jan 20 | Boys Varsity Wrestling (A) vs Loveland Invitational | 10:00 AM | Loveland High School |
| Thu, Jan 25 | Boys Varsity Wrestling (H) vs Centerville | 7:00 PM | William Henry Harrison High School |
| Sat, Jan 27 | Boys Varsity Wrestling (A) vs Watkins Memorial Tournament | 10:00 AM | Watkins Memorial High School |
| Sat, Feb 03 | Boys Varsity Wrestling (A) vs OHSAA State Duals | 10:00 AM | TBD |
| Thu, Feb 08 | Boys Varsity Wrestling (A) vs Colerain | 7:00 PM | Colerain High School |
| Fri, Feb 16 | Boys Varsity Wrestling (H) vs SWOC Championship | 5:00 PM | William Henry Harrison High School |
| Sat, Feb 24 | Boys Varsity Wrestling (A) vs Sectional Tournament | 10:00 AM | TBD |
| Fri, Mar 01 | Boys Varsity Wrestling (A) vs District Tournament | 2:30 PM | Fairmont High School |
| Fri, Mar 08 | Boys Varsity Wrestling (A) vs OHSAA State Championship | TBA | Ohio State University |