| Date | Opponent | Time | |
| Sat | Nov | @ Rivers (S) (note) | X:00 PM |
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Jamboree vs. Thayer / Pingree
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| Fri | Nov | @ St. Paul's | X:15 PM |
| Sat | Dec | vs. Brooks | X:30 PM |
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| Wed | Dec | Browse FREE Archive | X:00 PM |
| Fri | Dec | vs. St. Mark's | X:00 PM |
| Fri | Dec 14 - Dec 15 | St. George's Christmas Tournament | |
| Sat | Dec | @ St. George's | X:45 PM |
| Sat | Dec | vs. Roxbury Latin | X:00 AM |
| Sat | Dec 29 - Dec 30 | BB&N Tournament | |
| Fri | Jan | @ Thayer | X:00 PM |
| Sat | Jan | @ Governor's | X:00 PM |
| Mon | Jan | vs. Middlesex | X:00 PM |
| Fri | Jan | @ Rivers | X:00 PM |
| Sat | Jan | vs. Moses Brown | X:00 PM |
| Fri | Jan | @ St. Mark's | X:00 PM |
| Sat | Jan | vs. Rivers | X:00 PM |
| Wed | Jan | @ Groton | X:00 PM |
| Sat | Jan | vs. St. George's | X:00 PM |
| Sat | Feb | vs. Lawrence Academy | X:00 PM |
| Sun | Feb | @ Worcester Academy (note) | X:00 PM |
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@ Holy Cross College to benefit
The Line in the Sky Foundation |
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| Wed | Feb | vs. Groton | X:45 PM |
| Sat | Feb | @ Belmont Hill | X:30 PM |
| Wed | Feb | vs. Noble & Greenough | X:30 PM |
| Sat | Feb | @ Milton | X:00 PM |
| Wed | Feb | @ Roxbury Latin | X:30 PM |
| Thu | Feb | @ Middlesex | X:00 PM |
| Sat | Feb | @ Brooks | X:00 PM |
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