| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Latin Academy Dragons at (3) Cohasset/Hull Skippers | Bridgewater Ice Arena |
| December 18, 2019 | (1) Latin Academy Dragons at (4) St. John Paul II Lions | Hyannis Youth and Community Center |
| December 22, 2019 | (0) OBryant Tigers at (6) Latin Academy Dragons | Matthews Arena |
| December 26, 2019 | (3) Latin Academy Dragons at (3) Boston Latin Wolfpack
Castle Island Christmas Tournament |
Murphy Memorial Rink |
| December 27, 2019 | (2) Latin Academy Dragons at (6) Lynnfield Pioneers
Castle Island Tournament |
Murphy Memorial Rink |
| January 07, 2020 | (0) East Boston Jets at (1) Latin Academy Dragons | Matthews Arena |
| January 08, 2020 | (3) Somerville Highlanders at (3) Latin Academy Dragons | Matthews Arena |
| January 14, 2020 | (4) Latin Academy Dragons at (2) Northeast Tech Golden Knights | Valley Forum II |
| January 19, 2020 | (3) Latin Academy Dragons at (1) Dracut/Tyngsboro Middies | Salem Ice Center |
| January 21, 2020 | (7) Latin Academy Dragons at (0) East Boston Jets | Lt. Porrazzo Memorial Rink |
| January 22, 2020 | (1) Bishop Stang Spartans at (0) Latin Academy Dragons | Matthews Arena |
| January 27, 2020 | (1) Cohasset/Hull Skippers at (4) Latin Academy Dragons | Jim Roche Community Arena |
| January 29, 2020 | (1) Latin Academy Dragons at (6) St. John Paul II Lions | Matthews Arena |
| February 04, 2020 | (4) Lynn Jets at (6) Latin Academy Dragons | Connery Memorial Arena |
| February 05, 2020 | (2) Hamilton-Wenham Generals at (4) Latin Academy Dragons | Matthews Arena |
| February 07, 2020 | (4) Latin Academy Dragons at (2) OBryant Tigers | Matthews Arena |
| February 12, 2020 | (5) Dedham Marauders at (1) Latin Academy Dragons | Matthews Arena |
| February 15, 2020 | (1) Latin Academy Dragons at (0) Somerville Highlanders | Veterans Memorial Rink |
| February 18, 2020 | (7) Latin Academy Dragons at (0) OBryant Tigers | Matthews Arena |
| February 19, 2020 | (0) Latin Academy Dragons at (3) Norwood Mustangs | Bajko Memorial Rink |
| February 27, 2020 | (0) Northeast Tech Golden Knights at (1) Latin Academy Dragons
Boys D3 N Playoff |
John A. Ryan Arena |
| March 01, 2020 | (2) Latin Academy Dragons at (4) Shawsheen Rams
Boys D3N Playoff |
John A. Ryan Arena |
