| Date & Time | Game | Venue |
|---|---|---|
| December 18, 2019 | (4) Boston Latin Wolfpack at (1) North Andover Scarlet Knights | Lawler Arena |
| December 21, 2019 | (2) Boston Latin Wolfpack at (4) Lincoln-Sudbury Warriors | New England Sports Center |
| December 23, 2019 | (6) Boston Latin Wolfpack at (2) Lowell Red Raiders | Tsongas Center |
| December 26, 2019 | (3) Latin Academy Dragons at (3) Boston Latin Wolfpack
Castle Island Christmas Tournament |
Murphy Memorial Rink |
| December 27, 2019 | (3) Danvers Falcons at (4) Boston Latin Wolfpack
Castle Island Xmas Tournament time 12 or 4 |
Murphy Memorial Rink |
| January 02, 2020 | (4) Boston Latin Wolfpack at (1) Newton South Lions | John A. Ryan Arena |
| January 04, 2020 | (4) Boston Latin Wolfpack at (1) Tewksbury Redmen | Breakaway Ice Center |
| January 08, 2020 | (2) Concord-Carlisle Patriots at (7) Boston Latin Wolfpack | Matthews Arena |
| January 11, 2020 | (5) Boston Latin Wolfpack at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 13, 2020 | (3) Andover Golden Warriors at (4) Boston Latin Wolfpack | Murphy Memorial Rink |
| January 18, 2020 | (5) Boston Latin Wolfpack at (1) Medford Mustangs | Murphy Memorial Rink |
| January 20, 2020 | (3) Mansfield Hornets at (7) Boston Latin Wolfpack | Murphy Memorial Rink |
| January 25, 2020 | (4) North Andover Scarlet Knights at (0) Boston Latin Wolfpack | Murphy Memorial Rink |
| January 29, 2020 | (3) Lincoln-Sudbury Warriors at (1) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 01, 2020 | (3) Lowell Red Raiders at (3) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 05, 2020 | (5) Tewksbury Redmen at (5) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 08, 2020 | (5) Boston Latin Wolfpack at (6) Concord-Carlisle Patriots | Edge Sports Center |
| February 12, 2020 | (1) Haverhill Hillies at (7) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 17, 2020 | (2) Boston Latin Wolfpack at (4) Canton Bulldogs | Canton Ice House |
| February 19, 2020 | (5) Medfield Warriors at (2) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 25, 2020 | (0) Everett Crimson Tide at (15) Boston Latin Wolfpack
Boys D2 N Playoff |
John A. Ryan Arena |
| February 28, 2020 | (2) Boston Latin Wolfpack at (3) Masconomet Chieftains
Boys D2 N Playoff |
Chelmsford Forum |
