| Mon, Aug 19 | Boys Junior High Cross Country (A) vs Ross | 4:30 PM | Ross Middle School |
| Sat, Aug 24 | Boys Varsity Cross Country (A) vs Bob Schul Invitational | TBA | Milton-Union High School |
| Sat, Aug 31 | Boys Varsity Cross Country (A) vs Lebanon Invitational | TBA | Lebanon High School |
| Thu, Sep 05 | Boys Junior High Cross Country (A) vs Sacred Heart Invitational | 4:30 PM | Harbin Park |
| Sat, Sep 07 | Boys Varsity Cross Country (A) vs Brookville Invitational | TBA | Brookville High School |
| Wed, Sep 11 | Boys Junior High Cross Country (A) vs Ross | 4:30 PM | Ross Middle School |
| Sat, Sep 14 | Boys Junior High Cross Country (A) vs St. X Invitational | 1:00 PM | St. Xavier High School |
| | Boys Varsity Cross Country (A) vs Eaton Invitational | TBA | Fort St. Clair State Park |
| Mon, Sep 16 | Boys Junior High Cross Country (A) vs Lakota Plains Invitational | 4:30 PM | Lakota Plains Junior School |
| Sat, Sep 21 | Boys Varsity Cross Country (A) vs Princeton Invitational | TBA | Princeton High School |
| Mon, Sep 23 | Boys Junior High Cross Country (A) vs Hopewell | 4:30 PM | Hopewell MS |
| Sat, Sep 28 | Boys Varsity Cross Country (A) vs Saturday Night Lights | TBA | Centerville High School |
| Sat, Oct 05 | Boys Junior High Cross Country (A) vs Talawanda Invitational | 9:00 AM | Talawanda Middle School |
| | Boys Varsity Cross Country (A) vs Milford Invitational | TBA | Milford High School |
| Sat, Oct 12 | Boys Junior High Cross Country (H) vs SWOC League | 12:00 PM | Harrison Junior School |
| | Boys Varsity Cross Country (A) vs SWOC Championship | TBA | TBD |
| Sat, Oct 19 | Boys Varsity Cross Country (A) vs District Championship | TBA | Voice of America Park |
| Sat, Oct 26 | Boys Varsity Cross Country (A) vs Regional Championship | TBA | Troy High School |
| Sat, Nov 02 | Boys Varsity Cross Country (A) vs State Championship | TBA | Fortress Obetz |