| Date & Time | Game | Venue |
|---|---|---|
| Dec. 13, 6:45 PM | (0) Milton Wildcats at (2) Needham Rockets | Babson Skating Center |
| Dec. 16, 6:00 PM | (4) Wellesley Raiders at (5) Milton Wildcats | Ulin Memorial Rink |
| Dec. 20, 8:00 PM | (3) Milton Wildcats at (0) Walpole Timberwolves | Rodman Arena |
| Dec. 23, 7:00 PM | (4) Canton Bulldogs at (4) Milton Wildcats | Ulin Memorial Rink |
| Dec. 26, 3:00 PM | (2) King Philip Warriors at (2) Milton Wildcats
Quincy Youth Holiday Tournament |
Quincy Youth Arena |
| Dec. 28, 6:00 PM | (5) Milton Wildcats at (2) North Quincy Red Raiders
Quincy Youth Holiday Tournament |
Quincy Youth Arena |
| Jan. 6, 6:00 PM | (4) Weymouth Wildcats at (2) Milton Wildcats | Ulin Memorial Rink |
| Jan. 10, 6:00 PM | (0) Milton Wildcats at (3) Braintree Wamps | Zapustas Arena |
| Jan. 13, 8:00 PM | (3) Natick Red Hawks at (2) Milton Wildcats | Ulin Memorial Rink |
| Jan. 15, 3:00 PM | (5) Archbishop Williams Bishops at (4) Milton Wildcats | Ulin Memorial Rink |
| Jan. 20, 6:00 PM | (1) Framingham Flyers at (2) Milton Wildcats | Ulin Memorial Rink |
| Jan. 24, 7:40 PM | (1) Milton Wildcats at (3) Natick Red Hawks | Chase Arena |
| Jan. 31, 7:00 PM | (1) Needham Rockets at (1) Milton Wildcats | Ulin Memorial Rink |
| Feb. 3, 6:00 PM | (2) Milton Wildcats at (2) Brookline Warriors | Walter Brown Arena |
| Feb. 7, 7:00 PM | (1) Walpole Timberwolves at (4) Milton Wildcats | Ulin Memorial Rink |
| Feb. 10, 6:00 PM | (4) Weymouth Wildcats at (3) Milton Wildcats | Connell Memorial Rink |
| Feb. 14, 7:00 PM | (3) Braintree Wamps at (2) Milton Wildcats
Braintree wins in OT |
Ulin Memorial Rink |
| Feb. 19, 3:00 PM | (0) Newton North Tigers at (0) Milton Wildcats
Postponed from 1/27/24 |
Ulin Memorial Rink |
| Feb. 20, 2:00 PM | (0) Milton Wildcats at (0) Westford Academy Ghosts
Irish American Shootout |
Hobomock Arena |
| Feb. 29, 6:00 PM | (2) Milton Wildcats at (3) North Andover Scarlet Knights
MIAA D2 BOYS STATE TOURNAMENT - Round 32 |
Brooks School Rink |
