| Wed, Sep 18
| | The Newman School | The Newman School | 0-3 | | L |
| The Newman School | The Newman School | | |
| Mon, Sep 23
| | Montrose School | Montrose School | 0-3 | | L |
| Montrose School | Montrose School | | |
| Tue, Sep 24
| | Covenant Christian Academy | Covenant Christian A | 0-3 | | L |
| Covenant Christian Academy | Covenant Christian A | | |
| Thu, Sep 26
| | Boston Trinity Academy | Thompson Gym | 1-3 | | L |
| Boston Trinity Academy | Thompson Gym | | |
| Tue, Oct 15
| 5:15 p.m. | Gann Academy | Gann Academy | | | |
| Gann Academy | Gann Academy | | |
| Wed, Oct 16
| 5:15 p.m. | Landmark School | Landmark School | | | |
| Landmark School | Landmark School | | |
| Thu, Oct 24
| 5:15 p.m. | Cambridge School of Weston | Cambridge School of | | | |
| Cambridge School of Weston | Cambridge School of | | |
| Fri, Oct 25
| 5:00 p.m. | Chapel Hill-Chauncy Hall S | Thompson Gym | | | |
| Chapel Hill-Chauncy Hall S | Thompson Gym | | |
