| Date & Time | Game | Venue |
|---|---|---|
| January 09, 2021 | (4) Walpole Timberwolves at (4) Milton Wildcats | Ulin Memorial Rink |
| Jan. 13 Postponed | Natick Red Hawks at Milton Wildcats | Ulin Memorial Rink |
| Jan. 16 Postponed | Milton Wildcats at Natick Red Hawks | Chase Arena |
| January 20, 2021 | (2) Braintree Wamps at (1) Milton Wildcats | Ulin Memorial Rink |
| January 23, 2021 | (5) Milton Wildcats at (4) Braintree Wamps | Zapustas Arena |
| January 27, 2021 | (5) Weymouth Wildcats at (2) Milton Wildcats | Ulin Memorial Rink |
| January 30, 2021 | (3) Milton Wildcats at (2) Weymouth Wildcats | Connell Memorial Rink |
| February 03, 2021 | (2) Milton Wildcats at (1) Needham Rockets | Babson Skating Center |
| February 06, 2021 | (4) Needham Rockets at (0) Milton Wildcats | Ulin Memorial Rink |
| Feb. 10 Postponed | Framingham Flyers at Milton Wildcats | Ulin Memorial Rink |
| February 13, 2021 | (4) Matignon Warriors at (1) Milton Wildcats | Ulin Memorial Rink |
| Feb. 13 Postponed | Milton Wildcats at Framingham Flyers | Loring Arena |
