| Date & Time | Game | Venue |
|---|---|---|
| December 11, 2018 | (1) Wakefield Warriors at (4) Winchester Red & Black | O'Brien Arena |
| December 15, 2018 | (4) Reading Rockets at (0) Wakefield Warriors | Burbank Ice Arena |
| December 19, 2018 | (0) Wakefield Warriors at (4) Lexington Minutemen | Edge Sports Center |
| December 22, 2018 | (3) Wakefield Warriors at (7) Burlington Red Devils | Burlington Ice Palace |
| December 31, 2018 | (2) Wakefield Warriors at (2) Matignon Warriors | Stoneham Arena |
| January 02, 2019 | (4) Wakefield Warriors at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 09, 2019 | (3) Wakefield Warriors at (1) Wilmington Wildcats | John A. Ryan Arena |
| January 12, 2019 | (3) Melrose Red Hawks at (3) Wakefield Warriors | Stoneham Arena |
| January 14, 2019 | (7) Arlington Spy Ponders at (2) Wakefield Warriors | Stoneham Arena |
| January 16, 2019 | (3) Wakefield Warriors at (1) St. Joseph Prep The Phoenix | Warrior Ice Arena |
| January 23, 2019 | (4) Stoneham Spartans at (0) Wakefield Warriors | Ristuccia Memorial Arena |
| January 26, 2019 | (2) Wakefield Warriors at (4) Woburn Tanners | O'Brien Arena |
| January 28, 2019 | (4) Belmont Marauders at (2) Wakefield Warriors | Stoneham Arena |
| February 02, 2019 | (4) Burlington Red Devils at (0) Wakefield Warriors | Burlington Ice Palace |
| February 06, 2019 | (1) Watertown/Wayland Raiders at (3) Wakefield Warriors | Stoneham Arena |
| February 09, 2019 | (3) Wilmington Wildcats at (2) Wakefield Warriors | Ristuccia Memorial Arena |
| February 13, 2019 | (1) Wakefield Warriors at (5) Melrose Red Hawks | Kasabuski Arena |
| February 16, 2019 | (1) Wakefield Warriors at (1) Stoneham Spartans | Stoneham Arena |
| February 19, 2019 | (0) St. Joseph Prep The Phoenix at (7) Wakefield Warriors | Stoneham Arena |
| February 21, 2019 | (1) Matignon Warriors at (3) Wakefield Warriors | Stoneham Arena |
| Feb. 25 (Time TBA) | (2) Wakefield Warriors at (5) Wilmington Wildcats | Ristuccia Memorial Arena |
