| Date & Time | Game | Venue |
|---|---|---|
| Dec. 14, 5:30 PM | (1) Milton Wildcats at (1) Wellesley Raiders | Boston Sports Institute |
| Dec. 18, 7:00 PM | (2) Walpole Timberwolves at (6) Milton Wildcats | Ulin Memorial Rink |
| Dec. 21, 7:30 PM | (2) Milton Wildcats at (2) Weymouth Wildcats | Connell Memorial Rink |
| Dec. 23, 2:00 PM | (2) Milton Wildcats at (2) Canton Bulldogs | Canton Metropolis Rink |
| Dec. 26, 4:00 PM | (3) Barnstable Red Hawks at (1) Milton Wildcats
North Quincy-Holiday Tournament |
Quincy Youth Arena |
| Dec. 28, 2:00 PM | Nantucket Whalers at Milton Wildcats
North Quincy-Holiday Tournament |
Quincy Youth Arena |
| Jan. 1, 2:00 PM | Nauset Warriors at Milton Wildcats | Ulin Memorial Rink |
| Jan. 4, 6:00 PM | Braintree Wamps at Milton Wildcats | Ulin Memorial Rink |
| Jan. 8 (Time TBA) | Needham Rockets at Milton Wildcats | Ulin Memorial Rink |
| Jan. 11, 6:00 PM | Natick Red Hawks at Milton Wildcats | Ulin Memorial Rink |
| Jan. 15, 4:00 PM | Milton Wildcats at Newton North Tigers | John A. Ryan Arena |
| Jan. 18, 6:00 PM | St. Mary's Lynn Spartans at Milton Wildcats | Ulin Memorial Rink |
| Jan. 22, 5:30 PM | Milton Wildcats at Plymouth North Eagles | Armstrong Arena |
| Jan. 25, 4:50 PM | Milton Wildcats at Framingham Flyers | Loring Arena |
| Jan. 29, 6:50 PM | Milton Wildcats at Needham Rockets | Babson Skating Center |
| Feb. 1, 6:00 PM | Brookline Warriors at Milton Wildcats | Ulin Memorial Rink |
| Feb. 5, 8:00 PM | Milton Wildcats at Walpole Timberwolves | Cadillac Ice Arena |
| Feb. 8, 6:00 PM | Weymouth Wildcats at Milton Wildcats | Ulin Memorial Rink |
| Feb. 12, 6:00 PM | Milton Wildcats at Braintree Wamps | Zapustas Arena |
| Feb. 18 (Time TBA) | TBA at Milton Wildcats
Irish American Tournament |
TBA |
| Feb. 19 (Time TBA) | TBA at Milton Wildcats
Irish American Tournament |
TBA |
| Feb. 20 (Time TBA) | TBA at Milton Wildcats
Irish American Tournament |
TBA |
