| Date & Time | Game | Venue |
|---|---|---|
| December 10, 2016 | (4) Milton Wildcats at (3) Barnstable Red Hawks | Hyannis Youth and Community Center |
| December 17, 2016 | (3) Newton North Tigers at (3) Milton Wildcats | Ulin Memorial Rink |
| December 21, 2016 | (2) Milton Wildcats at (4) Natick Red Hawks | Chase Arena |
| December 26, 2016 | (3) King Philip Warriors at (4) Milton Wildcats
Quincy Youth Christmas Tournament |
Quincy Youth Arena |
| December 27, 2016 | (7) Milton Wildcats at (1) North Quincy Red Raiders
Quincy Youth Christmas Tournament Championship Game |
Quincy Youth Arena |
| January 04, 2017 | (6) Walpole Timberwolves at (1) Milton Wildcats | Ulin Memorial Rink |
| January 11, 2017 | (1) Milton Wildcats at (6) Framingham Flyers | Loring Arena |
| January 14, 2017 | (2) Norwood Mustangs at (3) Milton Wildcats | Ulin Memorial Rink |
| January 16, 2017 | (5) Wellesley Raiders at (2) Milton Wildcats | Ulin Memorial Rink |
| January 18, 2017 | (3) Milton Wildcats at (5) Needham Rockets | Babson Skating Center |
| January 21, 2017 | (1) Milton Wildcats at (3) Dedham Marauders | Noble & Greenough School |
| January 25, 2017 | (1) Milton Wildcats at (7) Weymouth Wildcats | Connell Memorial Rink |
| January 28, 2017 | (4) Natick Red Hawks at (1) Milton Wildcats | Ulin Memorial Rink |
| February 01, 2017 | (1) Milton Wildcats at (4) Walpole Timberwolves | Rodman Arena |
| February 02, 2017 | (0) Brockton Boxers at (5) Milton Wildcats | Ulin Memorial Rink |
| February 04, 2017 | (1) Milton Wildcats at (5) Wellesley Raiders | Babson Skating Center |
| February 08, 2017 | (4) Brookline Warriors at (1) Milton Wildcats | Ulin Memorial Rink |
| February 11, 2017 | (1) Milton Wildcats at (5) Norwood Mustangs | Rodman Arena |
| February 15, 2017 | (3) Braintree Wamps at (3) Milton Wildcats | Ulin Memorial Rink |
| February 18, 2017 | (2) Dedham Marauders at (5) Milton Wildcats | Ulin Memorial Rink |
| February 22, 2017 | (1) Billerica Indians at (4) Milton Wildcats
Woburn Tournament |
O'Brien Arena |
| February 24, 2017 | (0) Milton Wildcats at (6) Woburn Tanners
Irish-American Shootout Championship |
O'Brien Arena |
