| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Danvers Falcons at (7) Marblehead Magicians | Rockett Arena |
| December 18, 2019 | (6) Marblehead Magicians at (2) Peabody/Salem Tanners | McVann-O'Keefe Skating Rink |
| December 21, 2019 | (2) Amesbury Redhawks at (3) Marblehead Magicians | Rockett Arena |
| December 23, 2019 | (2) Marblehead Magicians at (4) Bedford (NH) | Sullivan Arena, St. Anslem College |
| December 27, 2019 | (4) Marblehead Magicians at (1) Beverly Panthers | Dorothy Talbot Rink |
| December 28, 2019 | (3) Marblehead Magicians at (2) Gloucester Fishermen
Cape Ann Savings Bank Tournament |
Dorothy Talbot Rink |
| January 04, 2020 | (4) Marblehead Magicians at (2) Beverly Panthers | Raymond J. Bourque Arena |
| January 06, 2020 | (1) Marblehead Magicians at (1) Plymouth North Eagles | Armstrong Arena |
| January 07, 2020 | (2) Lynn Jets at (9) Marblehead Magicians | Rockett Arena |
| January 11, 2020 | (2) Gloucester Fishermen at (4) Marblehead Magicians | Rockett Arena |
| January 15, 2020 | (3) Marblehead Magicians at (3) Winthrop Vikings | Larsen Rink |
| January 20, 2020 | (1) Marblehead Magicians at (3) Bedford Bucs | Edge Sports Center |
| January 23, 2020 | (4) Marblehead Magicians at (2) Lowell Catholic Crusaders | Tsongas Center |
| January 25, 2020 | (3) Marblehead Magicians at (3) Danvers Falcons | Raymond J. Bourque Arena |
| February 02, 2020 | (1) Marblehead Magicians at (4) Bishop Feehan Shamrocks | New England Sports Village |
| February 05, 2020 | (5) Marblehead Magicians at (2) Gloucester Fishermen | Dorothy Talbot Rink |
| February 08, 2020 | (1) Winthrop Vikings at (4) Marblehead Magicians | Rockett Arena |
| February 12, 2020 | (6) Marblehead Magicians at (1) Saugus Sachems | Kasabuski Arena |
| February 15, 2020 | (3) Swampscott Big Blue at (5) Marblehead Magicians
Rivalry Game |
Rockett Arena |
| February 17, 2020 | (2) Nantucket Whalers at (2) Marblehead Magicians
Jeffrey Hayes Memorial Tournament |
Gallo Arena |
| February 18, 2020 | (3) Marblehead Magicians at (1) North Reading Hornets
Jeffrey Hayes Memorial Tournament Championship Game |
Gallo Arena |
| February 25, 2020 | (3) Wilmington Wildcats at (1) Marblehead Magicians
Boys D2 N Playoff |
Chelmsford Forum |
