| Date & Time | Game | Venue |
|---|---|---|
| December 15, 2018 | (3) Wellesley/Lincoln-Sudbury Raiders at (0) Weymouth Wildcats | Connery Memorial Arena |
| December 16, 2018 | (1) Weymouth Wildcats at (6) Boston Latin Wolfpack | Murphy Memorial Rink |
| December 19, 2018 | (6) Weymouth Wildcats at (1) Quincy/North Quincy Red Raiders | Quincy Youth Arena |
| December 24, 2018 | (1) Weymouth Wildcats at (5) Hingham Harborwomen
SGT. CHESNA MEMORIAL GAME |
Pilgrim Arena |
| January 02, 2019 | (1) Weymouth Wildcats at (5) Walpole Timberwolves | Rodman Arena |
| January 05, 2019 | (2) Brookline Warriors at (2) Weymouth Wildcats | Connell Memorial Rink |
| January 09, 2019 | (3) Needham Rockets at (1) Weymouth Wildcats | Connell Memorial Rink |
| January 12, 2019 | (3) Weymouth Wildcats at (3) Milton Wildcats | Ulin Memorial Rink |
| January 16, 2019 | (0) Weymouth Wildcats at (3) Framingham Flyers | Loring Arena |
| January 19, 2019 | (4) Braintree Wamps at (1) Weymouth Wildcats | Connell Memorial Rink |
| January 23, 2019 | (0) Weymouth Wildcats at (2) Marshfield Rams | Hobomock Arena |
| January 26, 2019 | (6) Natick Red Hawks at (1) Weymouth Wildcats | Connell Memorial Rink |
| January 30, 2019 | (5) Walpole Timberwolves at (1) Weymouth Wildcats | Connell Memorial Rink |
| February 02, 2019 | (1) Weymouth Wildcats at (9) Needham Rockets | Babson Skating Center |
| February 06, 2019 | (1) Weymouth Wildcats at (4) Newton North/South Tigers | John A. Ryan Arena |
| February 07, 2019 | (7) Weymouth Wildcats at (1) Latin Academy/Fontbonne Dragons | Shea Memorial Rink |
| February 09, 2019 | (3) Milton Wildcats at (1) Weymouth Wildcats | Connell Memorial Rink |
| February 13, 2019 | (1) Weymouth Wildcats at (11) Braintree Wamps | Zapustas Arena |
| February 16, 2019 | (2) Marblehead Magicians at (3) Weymouth Wildcats | Connell Memorial Rink |
| February 20, 2019 | (5) Quincy/North Quincy Red Raiders at (5) Weymouth Wildcats | Connell Memorial Rink |
