| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (6) Bishop Fenwick Crusaders at (2) Arlington Catholic Cougars | Ed Burns Arena |
| December 18, 2019 | (3) Bishop Fenwick Crusaders at (1) Archbishop Williams Bishops | Canton Sportsplex |
| December 21, 2019 | (2) Groton-Dunstable Crusaders at (5) Bishop Fenwick Crusaders | O'Keefe Athletic Center Salem State |
| December 27, 2019 | (3) Bishop Fenwick Crusaders at (5) Regis Christian (Colo.)
CM Christmas Tournament |
Warrior Ice Arena |
| December 28, 2019 | (4) Valor Christian (Colo.) at (3) Bishop Fenwick Crusaders
CM Christmas Tournament |
Warrior Ice Arena |
| December 29, 2019 | (5) Bishop Feehan Shamrocks at (6) Bishop Fenwick Crusaders
CM Christmas Tournament |
Warrior Ice Arena |
| January 04, 2020 | (3) Austin Prep Cougars at (3) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| January 06, 2020 | (1) Bishop Fenwick Crusaders at (2) Medford Mustangs | LoConte Rink |
| January 11, 2020 | (3) Winthrop Vikings at (2) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| January 18, 2020 | (1) Bishop Fenwick Crusaders at (0) Notre Dame (Conn.)
Bennet Rink |
TBA |
| January 20, 2020 | (2) Lowell Catholic Crusaders at (5) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| January 22, 2020 | (2) Bishop Fenwick Crusaders at (4) Melrose Red Hawks | Stoneham Arena |
| January 25, 2020 | (6) Arlington Catholic Cougars at (3) Bishop Fenwick Crusaders | O'Keefe Athletic Center Salem State |
| January 29, 2020 | (3) Bishop Fenwick Crusaders at (1) St. Mary's Lynn Spartans | Connery Memorial Arena |
| February 01, 2020 | (0) Bishop Fenwick Crusaders at (2) Austin Prep Cougars | Stoneham Arena |
| February 08, 2020 | (2) Archbishop Williams Bishops at (2) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| February 12, 2020 | (5) Bishop Fenwick Crusaders at (3) Shrewsbury Colonials | NorthStar Ice Sports |
| February 15, 2020 | (2) St. Mary's Lynn Spartans at (3) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| February 17, 2020 | (10) Bishop Fenwick Crusaders at (0) Peabody/Salem Tanners | McVann-O'Keefe Skating Rink |
| February 19, 2020 | (1) Bishop Fenwick Crusaders at (1) Triton Vikings | Whiston-Bragdon Arena |
| February 20, 2020 | (3) Bishop Fenwick Crusaders at (1) Lowell Catholic Crusaders | Chelmsford Forum |
| February 26, 2020 | (4) Westford Academy Ghosts at (3) Bishop Fenwick Crusaders
Boys D1 N Playoff |
Chelmsford Forum |
