Middlesex League - Freedom Division
| Date & Time | Division | Game | Venue |
|---|---|---|---|
| February 21, 2019 | Boys | (4) Burlington Red Devils at (0) Chelmsford Lions
CAHOON CUP CONSOLATION |
Burlington Ice Palace |
| February 21, 2019 | Boys | (1) Matignon Warriors at (3) Wakefield Warriors | Stoneham Arena |
| February 20, 2019 | Boys | (2) Shawsheen Rams at (5) Stoneham Spartans | Stoneham Arena |
| February 20, 2019 | Boys | (2) Tewksbury Redmen at (2) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 19, 2019 | Boys | (3) Framingham Flyers at (1) Burlington Red Devils
CAHOON CUP |
Burlington Ice Palace |
| February 19, 2019 | Boys | (4) Xaverian Hawks at (0) Melrose Red Raiders | Stoneham Arena |
| February 19, 2019 | Boys | (0) St. Joseph Prep The Phoenix at (7) Wakefield Warriors | Stoneham Arena |
| February 18, 2019 | Boys | (1) Shawsheen Rams at (7) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 16, 2019 | Boys | (2) Melrose Red Hawks at (3) Burlington Red Devils | Burlington Ice Palace |
| February 16, 2019 | Boys | (1) Wakefield Warriors at (1) Stoneham Spartans | Stoneham Arena |
| February 16, 2019 | Boys | (1) Matignon Warriors at (5) Wilmington Wildcats | Ristuccia Memorial Arena |
