| Sat, Jan 18 | Boys Junior High Wrestling (A) vs Edgewood Invitational | 8:00 AM | Edgewood Middle School |
| | Boys Junior High Wrestling (A) vs Coaches Claasic | 9:00 AM | TBA |
| | Boys Varsity Wrestling (A) vs Top Gun | 10:00 AM | Alliance High School |
| Tue, Jan 21 | Boys Junior High Wrestling (H) vs Ross Middle School | 5:00 PM | Harrison Junior School |
| Thu, Jan 23 | Boys Junior High Wrestling (A) vs Sycamore | 4:30 PM | Sycamore Junior High School |
| | Boys Junior Varsity Wrestling (A) vs Elder | 5:00 PM | Elder High School |
| | Boys Varsity Wrestling (A) vs Elder | 7:00 PM | Elder High School |
| Fri, Jan 24 | Boys Junior High Wrestling (A) vs Loveland Quad | 4:30 PM | Loveland Middle School |
| Sat, Jan 25 | Boys Junior High Wrestling (A) vs Fairfield | 9:00 AM | Fairfield Middle School |
| | Boys Junior Varsity Wrestling (A) vs Ross JV Invitational | 10:00 AM | Ross High School |
| | Boys Varsity Wrestling (A) vs Loveland Duals | 10:00 AM | Loveland High School |
| Tue, Jan 28 | Boys Junior High Wrestling (A) vs East Central MS | 4:30 PM | East Central MS |
| Thu, Jan 30 | Boys Varsity Wrestling (A) vs Centerville | 7:00 PM | Centerville High School |
| Fri, Jan 31 | Boys Junior High Wrestling (A) vs SWOC Tourney | 4:30 PM | TBA |
| Sat, Feb 01 | Boys Varsity Wrestling (A) vs OHSAA State Duals | 10:00 AM | TBD |
| Thu, Feb 06 | Boys Junior Varsity Wrestling (H) vs Lebanon | 5:00 PM | Lebanon High School |
| | Boys Varsity Wrestling (H) vs Lebanon | 7:00 PM | William Henry Harrison High School / Senior Recognition Night |
| Sat, Feb 08 | Boys Junior Varsity Wrestling (A) vs JV City Championships | 10:00 AM | TBD |
| Fri, Feb 14 | Boys Varsity Wrestling (H) vs SWOC Championship | 5:00 PM | William Henry Harrison High School |
| Sat, Feb 22 | Boys Varsity Wrestling (A) vs Sectional Tournament | 10:00 AM | TBD |
| Fri, Feb 28 | Boys Varsity Wrestling (A) vs District Tournament | 2:30 PM | Fairmont High School |
| Sat, Mar 01 | Boys Varsity Wrestling (A) vs District Tournament | 10:00 AM | Fairmont High School |
| Fri, Mar 07 | Boys Varsity Wrestling (A) vs OHSAA State Championship | TBA | Ohio State University / March 7-9, Schottenstein Center, Ohio State University |