| Wed, Sep 8 | Kent Island Home Meet | Kent Island | Stevensville, MD | | | |
| Sat, Sep 11 | Lake Forest Cross Country Festival | Killens Pond State Park | Felton, DE | 10:25 AM | | |
| Sat, Sep 25 | Prince Georges County Cross Country Invitational | Fort Washington Park | Fort Washington, MD | | | |
| Wed, Sep 29 | Tidewater Classic | WinterPlace Park | Salisbury, MD | 3:45 PM | | |
| Tue, Nov 2 | Bayside Conference Championships | Cambridge S Dorchester HS | Cambridge, MD | | | |
| Thu, Nov 4 | MPSSAA 2A East Regional | Kent County HS | Worton, MD | | | |
| Sat, Nov 13 | MPSSAA State Cross Country Championships | Hereford HS | Parkton, MD | 10:00 AM | | |
