| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Triton Vikings at (2) Lynnfield Pioneers | McVann-O'Keefe Skating Rink |
| December 18, 2019 | (0) North Reading Hornets at (4) Triton Vikings | Graf Rink |
| December 21, 2019 | (5) Triton Vikings at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| December 27, 2019 | (3) Triton Vikings at (1) Melrose Red Hawks
Kasabuski Tournament |
Kasabuski Arena |
| January 02, 2020 | (1) Danvers Falcons at (5) Triton Vikings
Lions Cup Chelmsford Tournament |
Chelmsford Forum |
| January 04, 2020 | (0) Chelmsford Lions at (4) Triton Vikings
CHELMSFORD TOURNAMENT |
Chelmsford Forum |
| January 08, 2020 | (1) Triton Vikings at (4) Masconomet Chieftains | Haverhill Valley Forum |
| January 11, 2020 | (5) Newburyport Clippers at (2) Triton Vikings | Graf Rink |
| January 15, 2020 | (1) Amesbury Redhawks at (6) Triton Vikings | Graf Rink |
| January 18, 2020 | (0) Pentucket Panthers at (8) Triton Vikings | Graf Rink |
| January 20, 2020 | (6) Triton Vikings at (0) North Reading Hornets | Kasabuski Arena |
| January 22, 2020 | (4) Lynnfield Pioneers at (7) Triton Vikings | Graf Rink |
| January 27, 2020 | (2) Triton Vikings at (1) Wellesley Raiders | Wellesley Sports Center |
| February 01, 2020 | (3) Masconomet Chieftains at (1) Triton Vikings | Graf Rink |
| February 05, 2020 | (2) Triton Vikings at (1) Newburyport Clippers | Graf Rink |
| February 08, 2020 | (4) Triton Vikings at (0) Amesbury Redhawks | Haverhill Valley Forum |
| February 12, 2020 | (6) Triton Vikings at (1) Pentucket Panthers | Veterans Memorial Ice Rink |
| February 15, 2020 | (4) Triton Vikings at (1) Methuen Rangers
Newburyport Bank Tournament |
Graf Rink |
| February 17, 2020 | (4) Lowell Red Raiders at (3) Triton Vikings
Newburyport Bank Tournament |
Graf Rink |
| February 19, 2020 | (1) Bishop Fenwick Crusaders at (1) Triton Vikings | Whiston-Bragdon Arena |
| February 25, 2020 | (0) Winthrop Vikings at (1) Triton Vikings
Boys D2 N Playoff |
Stoneham Arena |
| February 28, 2020 | (3) Triton Vikings at (2) Wilmington Wildcats
Boys D2 N Playoff |
O'Brien Arena |
| March 03, 2020 | (2) Triton Vikings at (1) Masconomet Chieftains
Boys D2 N Playoff |
Chelmsford Forum |
| March 09, 2020 | (8) Lincoln-Sudbury Warriors at (1) Triton Vikings
Boys D2 N Final |
Tsongas Center |
