| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | December 2, 2026 | 4:00 PM | 5:00 PM | Game | CH - CH | vs. Boston University Academy (MA) |
| Monday | December 7, 2026 | 4:30 PM | 5:30 PM | Game | Wheeler Campus | @ Wheeler School (RI) |
| Thursday | December 10, 2026 | 7:00 PM | 8:00 PM | Game | CH - CH | vs. Landmark School (MA) |
| Saturday | December 12, 2026 | 1:11 AM | 2:11 AM | Game | CH - CH | vs. TBA |
| Wednesday | December 16, 2026 | 5:00 PM | 6:00 PM | Game | CH - CH | vs. Cambridge School (MA) |
| Thursday | December 17, 2026 | 5:30 PM | 6:30 PM | Game | Bancroft | @ Bancroft School (MA) |
| Wednesday | January 6, 2027 | 4:00 PM | 5:00 PM | Game | BISB | @ British International School of Boston (MA) |
| Friday | January 8, 2027 | 4:30 PM | 5:30 PM | Game | CH - CH | vs. Wheeler School (RI) |
| Tuesday | January 12, 2027 | 5:30 PM | 6:30 PM | Game | Gann | @ Gann Academy (MA) |
| Wednesday | January 13, 2027 | 4:00 PM | 5:00 PM | Game | CH - CH | vs. Berwick Academy (ME) |
| Wednesday | January 13, 2027 | 4:00 PM | 5:00 PM | Game | Worcester Acad | @ Worcester Academy 2 (MA) |
| Friday | January 15, 2027 | 5:30 PM | 6:30 PM | Game | Cov Christian | @ Covenant Christian Academy (MA) |
| Wednesday | January 20, 2027 | 5:00 PM | 6:00 PM | Game | Cambridge | @ Cambridge School (MA) |
| Friday | January 22, 2027 | 5:30 PM | 6:30 PM | Game | CH - CH | vs. Boston Trinity Academy (MA) |
| Tuesday | January 26, 2027 | 5:15 PM | 6:15 PM | Game | Landmark | @ Landmark School (MA) |
| Thursday | January 28, 2027 | 4:00 PM | 5:00 PM | Game | CH - CH | vs. Covenant Christian Academy (MA) |
| Wednesday | February 3, 2027 | 5:30 PM | 6:30 PM | Game | Boston Trinity | @ Boston Trinity Academy (MA) |
| Thursday | February 4, 2027 | 4:00 PM | 5:00 PM | Game | CH - CH | vs. Gann Academy (MA) |
| Wednesday | February 17, 2027 | 5:30 PM | 6:30 PM | Game | CH - CH | vs. Rocky Hill Country Day (RI) |