March 15, 2019
      
| Date | Opponent | Time | |
|---|---|---|---|
| Wed | Nov 28 | @ Northfield Mt. Hermon | 3:30 PM | 
| Sat | Dec 1 | vs. Noble & Greenough | 4:00 PM | 
| Wed | Dec 5 | @ Deerfield | 3:00 PM | 
| Fri | Dec 7 | vs. Canterbury | 5:30 PM | 
| Sat | Dec 8 | vs. Westminster | 4:30 PM | 
| Thu | Dec 13 | Tabor | 8:00 AM | 
| Thu | Dec 13 | Lawrenceville | 1:45 PM | 
| Thu | Dec 13- Dec 14 | Taft Holiday Tournament | |
| Fri | Dec 14 | Taft | 8:30 AM | 
| Fri | Jan 4 | @ Milton | 6:30 PM | 
| Sat | Jan 5 | vs. Berkshire | 7:30 PM | 
| Wed | Jan 9 | @ Kent | 4:30 PM | 
| Sat | Jan 12 | @ Hotchkiss | 3:00 PM | 
| Mon | Jan 14 | @ Westminster | 6:00 PM | 
| Wed | Jan 16 | vs. Taft | 3:00 PM | 
| Sat | Jan 19 | @ Tabor (note) | 4:00 PM | 
| postponed | |||
| Wed | Jan 23 | @ BB&N | 4:15 PM | 
| Fri | Jan 25 | vs. Greenwich Academy | 6:00 PM | 
| Wed | Jan 30 | vs. Frederick Gunn School | 3:00 PM | 
| Fri | Feb 8 | @ Cushing | 7:00 PM | 
| Sat | Feb 9 | @ Choate | 7:00 PM | 
| Wed | Feb 13 | vs. Pomfret | 3:00 PM | 
| Sat | Feb 16 | @ Williston Northampton | 4:00 PM | 
| Wed | Feb 20 | @ Andover | 4:00 PM | 
| Sat | Feb 23 | vs. Deerfield | 4:00 PM | 
| Wed | Feb 27 | @ Williston Northampton | 3:15 PM | 
| Sat | Mar 2 | @ Kent | 2:30 PM | 
| 
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