| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (1) Greater Lowell/Nashoba Tech Vikings at (4) Essex Tech Hawks | Essex Sports Center |
| December 22, 2018 | (4) Essex Tech Hawks at (0) Rockport Vikings | Dorothy Talbot Rink |
| December 26, 2018 | (3) Northeast Tech Golden Knights at (3) Essex Tech Hawks
Lynn Christmas Tournament |
Valley Forum II |
| December 27, 2018 | (6) Lynn Jets at (5) Essex Tech Hawks
Lynn Christmas Tournament |
Connery Memorial Arena |
| December 29, 2018 | (0) Revere/Malden Patriots at (3) Essex Tech Hawks | Essex Sports Center |
| January 02, 2019 | (1) Minuteman Mustangs at (7) Essex Tech Hawks | Essex Sports Center |
| January 05, 2019 | (1) Shawsheen Rams at (1) Essex Tech Hawks | Essex Sports Center |
| January 09, 2019 | (3) Essex Tech Hawks at (6) Greater Lowell/Nashoba Tech Vikings | Chelmsford Forum |
| January 12, 2019 | (4) Watertown/Wayland Raiders at (3) Essex Tech Hawks | Essex Sports Center |
| January 16, 2019 | (4) Hamilton-Wenham Generals at (1) Essex Tech Hawks | Essex Sports Center |
| January 19, 2019 | (1) Essex Tech Hawks at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 24, 2019 | (1) Essex Tech Hawks at (2) Shawsheen Rams | Hallenborg Memorial Pavilion |
| January 30, 2019 | (3) Essex Tech Hawks at (2) Revere/Malden Patriots | Cronin Skating Rink |
| February 06, 2019 | (4) Essex Tech Hawks at (0) Minuteman Mustangs | Valley Forum II |
| February 09, 2019 | (1) Essex Tech Hawks at (1) Hamilton-Wenham Generals | Johnson Hockey Rink |
| February 13, 2019 | (1) Rockport Vikings at (4) Essex Tech Hawks | Essex Sports Center |
| February 16, 2019 | (4) Essex Tech Hawks at (4) Lynn Jets | Connery Memorial Arena |
| February 18, 2019 | (3) Essex Tech Hawks at (0) Northeast Tech Golden Knights
Mulloy Tournament |
Valley Forum II |
| February 20, 2019 | (3) Somerville Highlanders at (2) Essex Tech Hawks | Allied Veterans Rink |
| February 22, 2019 | (1) Essex Tech Hawks at (5) Stoneham Spartans | Stoneham Arena |
| February 27, 2019 | (4) Bedford Bucs at (3) Essex Tech Hawks
OT |
O'Brien Arena |
