March 15, 2009
      
| Date | Opponent | Time | |
|---|---|---|---|
| Sat | Dec 6 | vs. Loomis Chaffee | 4:00 PM | 
| Wed | Dec 10 | @ Albany Academy | 4:00 PM | 
| Sat | Dec 13 | @ Avon Old Farms | 3:00 PM | 
| Wed | Dec 17 | vs. Brunswick | 4:00 PM | 
| Thu | Dec 18 | @ Avon Old Farms | 3:00 PM | 
| Fri | Dec 19 | @ Loomis Chaffee | 12:00 AM | 
| Fri | Dec 19 | vs. St. Paul's | 12:00 AM | 
| Sat | Dec 20 | vs. Frederick Gunn School | 12:00 AM | 
| Sat | Jan 10 | @ Westminster | 3:00 PM | 
| Wed | Jan 14 | vs. Kent | 2:30 PM | 
| Sat | Jan 17 | vs. Deerfield | 2:30 PM | 
| Sun | Jan 18 | @ Millbrook | 12:00 AM | 
| Wed | Jan 21 | @ Salisbury (note) | 4:30 PM | 
| @Berkshire | |||
| Fri | Jan 23 | vs. Lawrenceville | 7:00 PM | 
| Thu | Jan 29 | vs. Choate | 12:00 AM | 
| Sat | Jan 31 | vs. Taft | 2:30 PM | 
| Mon | Feb 2 | @ Hotchkiss | 4:30 PM | 
| Wed | Feb 4 | vs. Salisbury | 2:30 PM | 
| Mon | Feb 9 | @ Frederick Gunn School | 12:00 AM | 
| Wed | Feb 11 | @ Canterbury | 2:30 PM | 
| Sat | Feb 14 | @ Kent | 7:00 PM | 
| Wed | Feb 18 | @ Millbrook | 2:30 PM | 
| Sat | Feb 21 | vs. Hotchkiss | 3:15 PM | 
| Wed | Feb 25 | @ Taft | 2:30 PM | 
| Fri | Feb 27 | vs. Wyoming Seminary | 12:00 AM | 
| Sat | Feb 28 | vs. Millbrook | 12:00 AM | 
| Sat | Feb 28 | vs. Wyoming Seminary | 12:00 AM | 
| 
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