| Date & Time | Game | Venue |
|---|---|---|
| December 18, 2019 | (5) Essex Tech Hawks at (2) Minuteman Mustangs | Valley Sports Arena |
| December 21, 2019 | (2) Essex Tech Hawks at (2) Rockport Vikings | Dorothy Talbot Rink |
| December 23, 2019 | (1) Essex Tech Hawks at (2) Shawsheen Rams | Veterans Memorial Ice Rink |
| December 27, 2019 | (3) Essex Tech Hawks at (2) Westboro Rangers
Hillies Christmas Tournament |
Veterans Memorial Ice Rink |
| January 01, 2020 | (2) Swampscott Big Blue at (0) Essex Tech Hawks | Essex Sports Center |
| January 08, 2020 | (0) Essex Tech Hawks at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 11, 2020 | (2) Northeast Tech Golden Knights at (5) Essex Tech Hawks | Essex Sports Center |
| January 15, 2020 | (1) Hamilton-Wenham Generals at (1) Essex Tech Hawks | Essex Sports Center |
| January 18, 2020 | (1) Marlboro Panthers at (1) Essex Tech Hawks | Essex Sports Center |
| January 20, 2020 | (2) Lynn Jets at (10) Essex Tech Hawks | Essex Sports Center |
| January 22, 2020 | (0) Minuteman Mustangs at (6) Essex Tech Hawks | Essex Sports Center |
| January 29, 2020 | (1) Saugus Sachems at (7) Essex Tech Hawks | Essex Sports Center |
| February 01, 2020 | (3) Essex Tech Hawks at (0) Greater Lowell/Nashoba Tech Vikings | Chelmsford Forum |
| February 06, 2020 | (4) Essex Tech Hawks at (4) Shawsheen Rams | Hallenborg Memorial Pavilion |
| February 08, 2020 | (1) Essex Tech Hawks at (1) Hamilton-Wenham Generals | Johnson Hockey Rink |
| February 10, 2020 | (1) Greater Lowell/Nashoba Tech Vikings at (7) Essex Tech Hawks | Essex Sports Center |
| February 12, 2020 | (0) Rockport Vikings at (1) Essex Tech Hawks | Essex Sports Center |
| February 15, 2020 | (2) Watertown/Wayland Raiders at (0) Essex Tech Hawks | Essex Sports Center |
| February 17, 2020 | (1) Northeast Tech Golden Knights at (4) Essex Tech Hawks
Malloy Tournament |
Allied Veterans Rink |
| February 19, 2020 | (2) Essex Tech Hawks at (0) Somerville Highlanders
Malloy Tournament Championship |
Allied Veterans Rink |
| February 27, 2020 | (2) Swampscott Big Blue at (0) Essex Tech Hawks
Boys D3 N Playoffs |
Stoneham Arena |
