| Date & Time | Game | Venue |
|---|---|---|
| December 07, 2018 | (1) Milton Wildcats at (3) Belmont Marauders | Skip Viglirolo Rink |
| December 12, 2018 | (7) Hingham Harbormen at (0) Milton Wildcats | Ulin Memorial Rink |
| December 15, 2018 | (3) Milton Wildcats at (4) Framingham Flyers | Loring Arena |
| December 19, 2018 | (5) Braintree Wamps at (0) Milton Wildcats | Ulin Memorial Rink |
| December 26, 2018 | (2) Milton Wildcats at (3) King Philip Warriors
QUINCY HOLIDAY TOURNAMENT |
Quincy Youth Arena |
| December 27, 2018 | (4) North Quincy Red Raiders at (1) Milton Wildcats
Quincy Youth Christmas Tournament 5:30 Or 7:30 |
Quincy Youth Arena |
| December 29, 2018 | (1) Milton Wildcats at (5) Barnstable Red Hawks | Kennedy Memorial Skating Rink |
| January 02, 2019 | (0) Milton Wildcats at (8) Needham Rockets | Babson Skating Center |
| January 05, 2019 | (4) Natick Red Hawks at (0) Milton Wildcats | Ulin Memorial Rink |
| January 09, 2019 | (2) Brockton Boxers at (6) Milton Wildcats | Ulin Memorial Rink |
| January 12, 2019 | (3) Milton Wildcats at (3) Weymouth Wildcats | Connell Memorial Rink |
| January 16, 2019 | (2) Milton Wildcats at (1) Newton North Tigers | John A. Ryan Arena |
| January 19, 2019 | (4) Walpole Timberwolves at (1) Milton Wildcats | Ulin Memorial Rink |
| January 21, 2019 | (2) Norwood Mustangs at (2) Milton Wildcats | Ulin Memorial Rink |
| January 23, 2019 | (2) Milton Wildcats at (5) Braintree Wamps | Zapustas Arena |
| January 26, 2019 | (1) Milton Wildcats at (1) Wellesley Raiders | Babson Skating Center |
| January 30, 2019 | (4) Needham Rockets at (1) Milton Wildcats | Ulin Memorial Rink |
| February 06, 2019 | (3) Brookline Warriors at (5) Milton Wildcats | Ulin Memorial Rink |
| February 09, 2019 | (1) Weymouth Wildcats at (1) Milton Wildcats | Ulin Memorial Rink |
| February 13, 2019 | (2) Milton Wildcats at (3) Walpole Timberwolves | Rodman Arena |
| February 20, 2019 | (4) Milton Wildcats at (1) Billerica Indians
IRISH AMERICAN SHOOTOUT |
O'Brien Arena |
| Feb. 22 (Time TBA) | (0) Milton Wildcats at (6) Woburn Tanners | O'Brien Arena |
