| Date & Time | Game | Venue |
|---|---|---|
| Dec. 4, 9:40 AM | (2) Waltham Hawks at (3) Milton Wildcats
Garrett Reagan Summit Game 1 |
New England Sports Center |
| Dec. 14, 6:00 PM | (0) Milton Wildcats at (3) Braintree Wamps | Zapustas Arena |
| Dec. 17, 6:00 PM | (2) Natick Red Hawks at (7) Milton Wildcats | Ulin Memorial Rink |
| Dec. 21, 7:00 PM | (2) Bridgewater-Raynham Trojans at (6) Milton Wildcats | Ulin Memorial Rink |
| Dec. 27, 5:30 PM | (1) Milton Wildcats at (3) King Philip Warriors
QYA Holiday Tournamnet |
Quincy Youth Arena |
| Dec. 29, 5:30 PM | (8) Milton Wildcats at (2) Quincy Presidents
QYA Holiday Tournamnet |
Quincy Youth Arena |
| Jan. 2, 3:00 PM | (6) Archbishop Williams Bishops at (2) Milton Wildcats | Ulin Memorial Rink |
| Jan. 4, 7:00 PM | (5) Milton Wildcats at (4) Weymouth Wildcats | Connell Memorial Rink |
| Jan. 7, 6:00 PM | (2) Needham Rockets at (2) Milton Wildcats | Ulin Memorial Rink |
| Jan. 11, 7:00 PM | (3) Walpole Timberwolves at (2) Milton Wildcats | Ulin Memorial Rink |
| Jan. 14, 2:00 PM | (2) Milton Wildcats at (5) Newburyport Clippers | Graf Rink |
| Jan. 21, 7:00 PM | (3) Milton Wildcats at (4) Framingham Flyers | Loring Arena |
| Jan. 25, 7:10 PM | (4) Milton Wildcats at (2) Wellesley Raiders | Wellesley Sports Center |
| Jan. 28, 6:00 PM | (1) Brookline Warriors at (4) Milton Wildcats | Ulin Memorial Rink |
| Feb. 1, 7:00 PM | (6) Braintree Wamps at (3) Milton Wildcats | Ulin Memorial Rink |
| Feb. 4, 4:20 PM | (1) Milton Wildcats at (2) Walpole Timberwolves
OT |
Rodman Arena |
| Feb. 8, 7:00 PM | (0) Milton Wildcats at (3) Needham Rockets | Babson Skating Center |
| Feb. 11, 12:20 PM | (8) Milton Wildcats at (2) Newton North Tigers | John A. Ryan Arena |
| Feb. 15, 7:00 PM | (7) Weymouth Wildcats at (5) Milton Wildcats | Ulin Memorial Rink |
| Feb. 18, 4:00 PM | (6) Milton Wildcats at (3) Norwood Mustangs | The Skating Club of Boston |
| Feb. 21, 2:00 PM | (0) Westford Academy Grey Ghosts at (1) Milton Wildcats
Irish American Shootout |
O'Brien Arena |
| Feb. 23, 2:00 PM | (1) Milton Wildcats at (3) Woburn Tanners
Irish American Shootout - Championship |
O'Brien Arena |
| Mar. 1, 7:00 PM | (1) Milton Wildcats at (5) Catholic Memorial Knights
MIAA D1 Boys State Tournament - First Round |
Warrior Ice Arena |
