| Mon, Mar 29 | Boys Varsity Tennis (A) vs Talawanda | 4:00 PM | Talawanda High School |
| | Boys Junior Varsity Tennis (H) vs Talawanda High School | 4:00 PM | Bishop Fenwick High School |
| Tue, Mar 30 | Boys Varsity Tennis (A) vs Badin High School | 4:00 PM | New London Tennis Club |
| | Boys Junior Varsity Tennis (H) vs Badin High School | 4:00 PM | Bishop Fenwick High School |
| Wed, Mar 31 | Boys Junior Varsity Tennis (H) vs Mariemont High School | 4:00 PM | Bishop Fenwick High School |
| | Boys Varsity Tennis (A) vs Mariemont High School | 4:00 PM | Mariemont High School |
| Mon, Apr 12 | Boys Junior Varsity Tennis (H) vs Ross High School | 4:00 PM | Bishop Fenwick High School |
| | Boys Varsity Tennis (A) vs Ross High School | 4:00 PM | Ross High School |
| Tue, Apr 13 | Boys Varsity Tennis (A) vs Carroll High School | 4:00 PM | Thomas A Cloud Park |
| | Boys Junior Varsity Tennis (A) vs Carroll High School | 4:00 PM | TBD |
| Wed, Apr 14 | Boys Varsity Tennis (H) vs Princeton | 3:30 PM | Bishop Fenwick High School |
| | Boys Junior Varsity Tennis (A) vs Princeton | 3:45 PM | Princeton High School |
| Thu, Apr 15 | Boys Varsity Tennis (H) vs Beavercreek | 4:00 PM | Bishop Fenwick High School |
| Fri, Apr 16 | Boys Varsity Tennis (A) vs Madeira High School | 4:00 PM | Madeira Swim and Tennis Club |
| | Boys Junior Varsity Tennis (H) vs Madeira High School | 4:00 PM | Bishop Fenwick High School |
| Tue, Apr 20 | Boys Varsity Tennis (H) vs Chaminade Julienne High School | 4:00 PM | Bishop Fenwick High School |
| | Boys Junior Varsity Tennis (A) vs Chaminade Julienne High School | 4:00 PM | Chaminade Julienne High School |
| Wed, Apr 21 | Boys Varsity Tennis (H) vs Valley View High School | 4:00 PM | Bishop Fenwick High School |
| | Boys Junior Varsity Tennis (A) vs Springboro High School | 5:15 PM | Springboro High School |
| Thu, Apr 22 | Boys Varsity Tennis (A) vs Roger Bacon High School | 4:00 PM | Ross Park |