| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2015 | (5) Milton Wildcats at (3) Norwood Mustangs | Rodman Arena |
| December 16, 2015 | (4) Braintree Wamps at (2) Milton Wildcats | Ulin Memorial Rink |
| December 19, 2015 | (2) Newton Tigers at (8) Milton Wildcats | Ulin Memorial Rink |
| December 23, 2015 | (5) Milton Wildcats at (2) Natick Red Hawks | Chase Arena |
| December 30, 2015 | (4) Hingham Harborwomen at (1) Milton Wildcats | Ulin Memorial Rink |
| January 02, 2016 | (2) Fontbonne Academy Ducks at (4) Milton Wildcats | Ulin Memorial Rink |
| January 06, 2016 | (2) Walpole Timberwolves at (2) Milton Wildcats | Ulin Memorial Rink |
| January 13, 2016 | (6) Milton Wildcats at (6) Framingham Flyers | Loring Arena |
| January 16, 2016 | (5) Milton Wildcats at (2) Dedham Marauders | Noble & Greenough School |
| January 20, 2016 | (2) Norwood Mustangs at (4) Milton Wildcats | Ulin Memorial Rink |
| January 23, 2016 | (3) Milton Wildcats at (8) Needham Rockets | Babson Skating Center |
| January 27, 2016 | (12) Milton Wildcats at (7) Weymouth Wildcats | Connell Memorial Rink |
| January 30, 2016 | (1) Natick Red Hawks at (3) Milton Wildcats | Ulin Memorial Rink |
| February 03, 2016 | (8) Milton Wildcats at (3) Walpole Timberwolves | Rodman Arena |
| February 06, 2016 | (1) Milton Wildcats at (8) Wellesley Raiders | Babson Skating Center |
| February 09, 2016 | (2) Milton Wildcats at (2) Ursuline Academy Bears | Jim Roche Community Arena |
| February 10, 2016 | (3) Newton North/South Tigers at (11) Milton Wildcats | Ulin Memorial Rink |
| February 13, 2016 | (4) Dedham Marauders at (5) Milton Wildcats | Ulin Memorial Rink |
| February 16, 2016 | (4) Milton Wildcats at (6) Notre Dame Academy (Hingham) Cougars
Exclusionary Game for Milton |
Rockland Arena |
| February 18, 2016 | (6) Milton Wildcats at (1) Longmeadow Lancers
Cougar Classic Consolation Game |
Rockland Arena |
| February 20, 2016 | (0) Milton Wildcats at (3) Medfield Warriors | Pirelli Veterans Arena |
| February 23, 2016 | (0) Wellesley Raiders at (4) Milton Wildcats | Ulin Memorial Rink |
| March 01, 2016 | (1) Walpole Timberwolves at (4) Milton Wildcats | Ulin Memorial Rink |
| March 06, 2016 | (4) Milton Wildcats at (5) Matignon Warriors | Stoneham Arena |
