| Sat, Sep 5 | Peter Geraghty Cross Country Invitational | Mount Saint Mary's University | Emmitsburg, MD | 10:00 AM | | |
| Fri, Sep 11 | Magruder Invitational | Agricultural Farm Park | Derwood, MD | 4:00 PM | | |
| Tue, Sep 15 | Gaithersburg at Montgomery Blair | Montgomery Blair HS | Silver Spring, MD | | | |
| Tue, Sep 22 | Blair at Quince Orchard | Smokey Glen Farm | Gaithersburg, MD | | | |
| Wed, Sep 30 | Wootton at Montgomery Blair | Montgomery Blair HS | Silver Spring, MD | | | |
| Tue, Oct 6 | Blair and Richard Montgomery at Bethesda-Chevy Chase | Candy Cane City | Chevy Chase, MD | | | |
| Wed, Oct 14 | DCC CC Championship Meet | Northwood HS | Silver Spring, MD | 3:30 PM | | |
| Sat, Oct 17 | 37th Annual Fall Classic at Georgetown Prep | Georgetown Prep | North Bethesda, MD | 12:45 AM | | |
| Sat, Oct 24 | Montgomery County Championships | Gaithersburg HS | Gaithersburg, MD | | | |
| Thu, Nov 5 | 3A/4A West Regional Championships | Watkins Mill HS | Gaithersburg, MD | | | |
| Sat, Nov 14 | MPSSAA State Championships | Hereford HS | Parkton, MD | 10:00 AM | | |
