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| Date | Time | Opponent | Score |
|---|---|---|---|
| @ Location | |||
| Sat, 12/01 | 05:00PM | Lawrence Academy | W 54-18 |
| Sat, 12/01 | 05:00PM | Worcester Academy | L 24-51 |
| Fri, 12/07 | 05:00PM | Roxbury Latin | - |
| Fri, 12/07 | 05:00PM | Hyde-Bath | - |
| Sat, 12/08 | 02:00PM | at Moses Brown | L 33-48 |
| Sat, 12/08 | 02:00PM | at Chapel Hill-Chauncy Hall | W 51-30 |
| Sat, 01/05 | 01:00PM | Belmont Hill | L 21-57 |
| Wed, 01/09 | 03:30PM | at Milton Academy | - |
| Fri, 01/11 | 05:30PM | at Thayer Academy | W 54-24 |
| Sat, 01/12 | 02:00PM | at BB&N | W 40-39 |
| Sat, 01/12 | 02:00PM | at Middlesex | W 48-22 |
| Wed, 01/16 | 03:30PM | at Beaver Country Day | W 58-24 |
| Fri, 01/18 | 05:00PM | at Phillips Exeter | - |
| Wed, 01/23 | 04:00PM | Landmark | - |
| Sat, 01/26 | 04:00PM | vs. Phillips Academy @ | L 32-47 |
| Sat, 01/26 | 04:00PM | vs. Hyde-Woodstock @ | L 22-54 |
| Wed, 01/30 | 03:00PM | Brooks | L 18-60 |
| Wed, 01/30 | 03:00PM | St Sebastian | W 57-20 |
| Wed, 01/30 | 03:00PM | Brooks | L 18-60 |
| Sat, 02/02 | 01:00PM | at Nobles and Greenough | - |
| Sat, 02/02 | 01:00PM | at St Marks | - |
| Wed, 02/06 | 03:15PM | St. Paul's | - |
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High school sports schedules are subject to change.
