March 13, 2020
      
| Date | Opponent | Time | |
|---|---|---|---|
| Mon | Dec 2 | vs. Greenwich Country Day(S) | 3:45 PM | 
| Wed | Dec 4 | vs. Rye Country Day | 3:45 PM | 
| Sat | Dec 7 | @ Kingswood Oxford | 3:00 PM | 
| Fri | Dec 13 | vs. Kiski School | 4:00 PM | 
| Mon | Dec 16 | vs. Hamden Hall | 3:45 PM | 
| Wed | Dec 18 | @ King School | 4:30 PM | 
| Sat | Jan 11 | @ Forman School | 2:00 PM | 
| Mon | Jan 13 | vs. King School | 3:45 PM | 
| Wed | Jan 15 | vs. South Kent School Varsity | 3:45 PM | 
| Wed | Jan 22 | vs. Greenwich Country Day | 3:45 PM | 
| Fri | Jan 24 | @ Wooster School | 7:45 PM | 
| Mon | Jan 27 | vs. Trinity-Pawling JV | 4:15 PM | 
| Wed | Jan 29 | @ St. Luke's | 3:00 PM | 
| Fri | Jan 31 | @ Rye Country Day | 4:45 PM | 
| Mon | Feb 3 | @ Trinity-Pawling JV (note) | 4:30 PM | 
| 
                           Game time TBD 
                         | 
                      |||
| Wed | Feb 5 | @ Hamden Hall | 3:30 PM | 
| Sat | Feb 8 | @ South Kent School Varsity | 2:00 PM | 
| Wed | Feb 12 | vs. St. Luke's | 3:45 PM | 
| Wed | Feb 19 | vs. Kingswood Oxford | 4:00 PM | 
| Mon | Feb 24 | vs. Wooster School | 3:45 PM | 
| Thu | Feb 27 | @ King School (note) | 3:00 PM | 
| 
                           FAA Semifinals  
                         | 
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| Sat | Feb 29 | vs. Rye Country Day (note) | 12:15 PM | 
| 
                           FAA Championship  
                         | 
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  | 
      
