March 14, 2019
      
| Date | Opponent | Time | |
|---|---|---|---|
| Tue | Nov 27 | vs. Mid Fairfield(S) | 7:30 PM | 
| Sat | Dec 1 | @ Lawrence Academy | 5:30 PM | 
| Sun | Dec 2 | vs. Lawrenceville | 11:00 AM | 
| Wed | Dec 5 | vs. Greenwich Academy | 4:30 PM | 
| Sat | Dec 8 | @ Noble & Greenough | 4:30 PM | 
| Wed | Dec 12 | @ Pomfret | 3:30 PM | 
| Thu | Dec 13 | Andover | 10:15 AM | 
| Thu | Dec 13 | Kent | 3:30 PM | 
| Thu | Dec 13- Dec 14 | Taft Holiday Tournament | |
| Fri | Dec 14 | Hotchkiss | 9:45 AM | 
| Wed | Jan 9 | @ Westminster | 3:00 PM | 
| Sat | Jan 12 | vs. Taft | 4:00 PM | 
| Wed | Jan 16 | vs. Deerfield | 5:30 PM | 
| Sat | Jan 19 | vs. Canterbury | 2:00 PM | 
| Wed | Jan 23 | vs. Kent | 3:30 PM | 
| Fri | Jan 25 | @ Millbrook | 6:00 PM | 
| Wed | Jan 30 | @ Northfield Mt. Hermon | 5:15 PM | 
| Wed | Feb 6 | @ Williston Northampton | 4:45 PM | 
| Sat | Feb 9 | vs. Loomis Chaffee | 7:00 PM | 
| Wed | Feb 13 | vs. Berkshire | 5:00 PM | 
| Fri | Feb 15 | vs. Frederick Gunn School | 5:00 PM | 
| Sat | Feb 16 | @ Taft | 4:00 PM | 
| Wed | Feb 20 | vs. Hotchkiss | 3:00 PM | 
| Sat | Feb 23 | @ Cushing | 4:30 PM | 
          
          
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