| Date | Time | Opponent | Location | More Info | Rescheduled? |
| Saturday, Dec 01 |
4:30
| Nobles and Greenough School | A | |
|
| Wednesday, Dec 05 |
3:00
| Kingswood-Oxford School | A | |
|
| Friday, Dec 14 |
| Rivers School | A | Rivers Tournament |
Yes
|
| Saturday, Dec 15 |
| Phillips Andover Academy | A | Rivers Tournament |
|
| Wednesday, Jan 09 |
4:00
| Deerfield Academy | A | |
|
| Saturday, Jan 12 |
7:00
| Berkshire School | H | |
|
| Monday, Jan 14 |
6:00
| Pomfret School | H | |
|
| Thursday, Jan 17 |
5:15
| Kent School | H | |
Yes
|
| Saturday, Jan 19 |
2:30
| Loomis Chaffee School | A | |
Yes
|
| Wednesday, Jan 23 |
2:30
| Loomis Chaffee School | H | |
|
| Friday, Jan 25 |
4:45
| Choate Rosemary Hall | A | |
|
| Saturday, Jan 26 |
3:30
| Convent of the Sacred Heart | H | |
Yes
|
| Wednesday, Jan 30 |
2:30
| Kent School | A | |
|
| Wednesday, Feb 06 |
2:30
| Westminster School | A | |
|
| Sunday, Feb 10 |
12:30
| Hotchkiss School | A | |
Yes
|
| Wednesday, Feb 13 |
4:00
| Williston Northampton School | A | |
|
| Saturday, Feb 16 |
2:30
| Choate Rosemary Hall | H | |
|
| Tuesday, Feb 19 |
4:30
| Miss Porter's School | A | |
|
| Wednesday, Feb 20 |
2:30
| Berkshire School | A | |
|
| Saturday, Feb 23 |
2:30
| Hotchkiss School | H | |
|
| Wednesday, Feb 27 |
4:00
| Rivers School | A | Tournament |
Yes
|