| Date & Time | Game | Venue |
|---|---|---|
| December 04, 2022 | (2) Waltham Hawks at (3) Milton Wildcats
Garrett Reagan Summit Game 1 |
New England Sports Center |
| December 14, 2022 | (0) Milton Wildcats at (3) Braintree Wamps | Zapustas Arena |
| December 17, 2022 | (2) Natick Red Hawks at (7) Milton Wildcats | Ulin Memorial Rink |
| December 21, 2022 | (2) Bridgewater-Raynham Trojans at (6) Milton Wildcats | Ulin Memorial Rink |
| December 27, 2022 | (1) Milton Wildcats at (3) King Philip Warriors
QYA Holiday Tournamnet |
Quincy Youth Arena |
| December 29, 2022 | (8) Milton Wildcats at (2) Quincy Presidents
QYA Holiday Tournamnet |
Quincy Youth Arena |
| January 02, 2023 | (6) Archbishop Williams Bishops at (2) Milton Wildcats | Ulin Memorial Rink |
| January 04, 2023 | (5) Milton Wildcats at (4) Weymouth Wildcats | Connell Memorial Rink |
| January 07, 2023 | (2) Needham Rockets at (2) Milton Wildcats | Ulin Memorial Rink |
| January 11, 2023 | (3) Walpole Timberwolves at (2) Milton Wildcats | Ulin Memorial Rink |
| January 14, 2023 | (2) Milton Wildcats at (5) Newburyport Clippers | Graf Rink |
| January 21, 2023 | (3) Milton Wildcats at (4) Framingham Flyers | Loring Arena |
| January 25, 2023 | (4) Milton Wildcats at (2) Wellesley Raiders | Wellesley Sports Center |
| January 28, 2023 | (1) Brookline Warriors at (4) Milton Wildcats | Ulin Memorial Rink |
| February 01, 2023 | (6) Braintree Wamps at (3) Milton Wildcats | Ulin Memorial Rink |
| February 04, 2023 | (1) Milton Wildcats at (2) Walpole Timberwolves
OT |
Rodman Arena |
| February 08, 2023 | (0) Milton Wildcats at (3) Needham Rockets | Babson Skating Center |
| February 11, 2023 | (8) Milton Wildcats at (2) Newton North Tigers | John A. Ryan Arena |
| February 15, 2023 | (7) Weymouth Wildcats at (5) Milton Wildcats | Ulin Memorial Rink |
| February 18, 2023 | (6) Milton Wildcats at (3) Norwood Mustangs | The Skating Club of Boston |
| February 21, 2023 | (0) Westford Academy Ghosts at (1) Milton Wildcats
Irish American Shootout |
O'Brien Arena |
| February 23, 2023 | (1) Milton Wildcats at (3) Woburn Tanners
Irish American Shootout - Championship |
O'Brien Arena |
| March 01, 2023 | (1) Milton Wildcats at (5) Catholic Memorial Knights
MIAA D1 Boys State Tournament - First Round |
Warrior Ice Arena |
