| Sat, Sep 5 | Peter Geraghty Cross Country Invitational | Mount Saint Mary's University | Emmitsburg, MD | 10:00 AM | | |
| Tue, Sep 8 | Calvert Hall, Annapolis Area Chrstian at John Carroll | John Carroll HS | Bel Air, MD | | | |
| Wed, Sep 9 | John Carroll vs. Mt. de Sales | John Carroll HS | Bel Air, MD | | | |
| Tue, Sep 15 | John Carroll and Annapolis Area Christian School | Kinder Farm Park | Millersville, MD | | | |
| Wed, Sep 16 | John Carroll, McDonogh, Mercy | John Carroll HS | Bel Air, MD | | | |
| Sat, Sep 19 | William and Mary Invitational | Eastern State Hospital | Williamsburg, VA | 8:30 AM | | |
| Sat, Sep 26 | Bull Run | Hereford HS | Parkton, MD | 9:00 AM | | |
| Sat, Oct 3 | Bobcat Invitational | Jerusalem Mill | Kingsville, MD | | | |
| Tue, Oct 20 | Loyola, Gilman, Curley, John Carroll | Herring Run Park | Baltimore, MD | | | |
| Tue, Oct 27 | John Carroll and The Park School | John Carroll HS | Bel Air, MD | | | |
| Wed, Oct 28 | IAAM Championships | Oregon Ridge Park | Baltimore, MD | | | |
| Thu, Nov 5 | MIAA Championships | Oregon Ridge Park | Baltimore, MD | | | |
| Sat, Nov 14 | Maryland and Washington DC, Private Schools Championships | Agricultural Farm Park | Derwood, MD | 12:45 AM | | |
