| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (4) Gloucester Fishermen at (1) Lynnfield Pioneers | McVann-O'Keefe Skating Rink |
| December 12, 2018 | (4) Saugus Sachems at (4) Gloucester Fishermen | Dorothy Talbot Rink |
| December 15, 2018 | (6) Gloucester Fishermen at (2) Swampscott Big Blue | O'Keefe Athletic Center Salem State |
| December 19, 2018 | (9) Gloucester Fishermen at (3) Lynn Jets | Connery Memorial Arena |
| December 22, 2018 | (4) Masconomet Chieftains at (1) Gloucester Fishermen | Dorothy Talbot Rink |
| December 26, 2018 | (4) Beverly Panthers at (8) Gloucester Fishermen
Cape Ann Savings Bank Tournament |
Dorothy Talbot Rink |
| December 27, 2018 | (3) Gloucester Fishermen at (8) Marblehead Magicians
Cape Ann Savings Bank Tournament |
Dorothy Talbot Rink |
| January 02, 2019 | (10) Gloucester Fishermen at (0) Everett Crimson Tide | Allied Veterans Rink |
| January 05, 2019 | (6) Gloucester Fishermen at (1) Revere/Malden Patriots | Cronin Skating Rink |
| January 12, 2019 | (7) Gloucester Fishermen at (2) Somerville Highlanders | Veterans Memorial Rink |
| January 16, 2019 | (3) Swampscott Big Blue at (3) Gloucester Fishermen | Dorothy Talbot Rink |
| January 19, 2019 | (5) Lynn Jets at (6) Gloucester Fishermen | Dorothy Talbot Rink |
| January 23, 2019 | (0) Everett Crimson Tide at (9) Gloucester Fishermen | Dorothy Talbot Rink |
| January 26, 2019 | (3) Revere/Malden Patriots at (7) Gloucester Fishermen | Dorothy Talbot Rink |
| February 02, 2019 | (4) Somerville Highlanders at (4) Gloucester Fishermen | Dorothy Talbot Rink |
| February 06, 2019 | (4) Peabody/Salem Tanners at (8) Gloucester Fishermen
PP from 1/30 |
Dorothy Talbot Rink |
| February 09, 2019 | (4) Gloucester Fishermen at (0) Beverly Panthers | Raymond J. Bourque Arena |
| February 15, 2019 | (5) Gloucester Fishermen at (2) North Reading Hornets | Kasabuski Arena |
| February 17, 2019 | (1) Matignon Warriors at (9) Gloucester Fishermen
re scheduled from 2-13 |
Dorothy Talbot Rink |
| February 20, 2019 | (0) Lynnfield Pioneers at (4) Gloucester Fishermen | Dorothy Talbot Rink |
| February 26, 2019 | (6) Danvers Falcons at (5) Gloucester Fishermen | Stoneham Arena |
