Fri, Mar 28 | Boys Junior Varsity Tennis (A) vs LaSalle | 4:15 PM | LaSalle High School |
| Boys Varsity Tennis (H) vs LaSalle | 4:15 PM | William Henry Harrison High School |
Tue, Apr 01 | Boys Junior Varsity Tennis (H) vs Oak Hills | 4:15 PM | William Henry Harrison High School |
| Boys Varsity Tennis (A) vs Oak Hills | 4:15 PM | Oak Hills High School |
Wed, Apr 02 | Boys Varsity Tennis (H) vs Hamilton | 4:15 PM | William Henry Harrison High School |
Thu, Apr 03 | Boys Junior Varsity Tennis (H) vs Elder | 4:15 PM | William Henry Harrison High School |
| Boys Varsity Tennis (A) vs Elder | 4:15 PM | Elder High School |
Sat, Apr 05 | Boys Varsity Tennis (A) vs Western Brown | 10:00 AM | Western Brown High School |
| Boys Junior Varsity Tennis (A) vs Western Brown | 10:00 AM | Western Brown High School |
Mon, Apr 07 | Boys Varsity Tennis (A) vs Batavia | 4:15 PM | Batavia High School |
| Boys Junior Varsity Tennis (H) vs Batavia | 4:15 PM | William Henry Harrison High School |
Wed, Apr 09 | Boys Junior Varsity Tennis (A) vs Madeira | 4:15 PM | Madeira High School |
| Boys Varsity Tennis (H) vs Madeira | 4:15 PM | William Henry Harrison High School |
Sat, Apr 12 | Boys Varsity Tennis (A) vs Best of the West | TBA | TBD |
Mon, Apr 14 | Boys Varsity Tennis (H) vs Lebanon | 4:15 PM | William Henry Harrison High School |
| Boys Junior Varsity Tennis (A) vs Lebanon | 4:15 PM | Lebanon High School |
Tue, Apr 15 | Boys Junior Varsity Tennis (H) vs Northwest | 4:15 PM | William Henry Harrison High School |
| Boys Varsity Tennis (A) vs Northwest | 4:15 PM | Northwest High School |
Tue, Apr 22 | Boys Junior Varsity Tennis (A) vs St. Xavier | 4:15 PM | St. Xavier High School |
| Boys Varsity Tennis (A) vs St. Xavier | 4:15 PM | St. Xavier High School |
Wed, Apr 23 | Boys Junior Varsity Tennis (A) vs Taylor | 4:15 PM | TBD |
| Boys Varsity Tennis (H) vs Taylor | 4:15 PM | William Henry Harrison High School |
Thu, Apr 24 | Boys Varsity Tennis (H) vs West Clermont | 10:00 AM | William Henry Harrison High School |
Mon, Apr 28 | Boys Junior Varsity Tennis (H) vs Ross | 4:15 PM | William Henry Harrison High School |
| Boys Varsity Tennis (A) vs Ross | 4:15 PM | Ross High School |
Tue, Apr 29 | Boys Junior Varsity Tennis (A) vs Talawanda | 4:15 PM | Talawanda High School |
| Boys Varsity Tennis (H) vs Talawanda | 4:15 PM | William Henry Harrison High School |
Wed, Apr 30 | Boys Varsity Tennis (A) vs Little Miami | 4:15 PM | Little Miami High School |
| Boys Junior Varsity Tennis (A) vs Little Miami | 4:15 PM | Little Miami High School |
Thu, May 01 | Boys Varsity Tennis (A) vs Springboro | 5:00 PM | Springboro High School |
| Boys Junior Varsity Tennis (H) vs Springboro | 5:00 PM | William Henry Harrison High School |
Sat, May 03 | Boys Varsity Tennis (A) vs Coaches Classic | TBA | TBD |
Thu, May 08 | Boys Varsity Tennis (A) vs SWOC | TBA | TBD |
Sat, May 10 | Boys Junior Varsity Tennis (A) vs Coaches Classic | TBA | TBD |
Wed, May 14 | Boys Varsity Tennis (A) vs Sectional | 9:00 AM | TBD |