| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (2) Winthrop Vikings at (1) Medford/Malden Mustangs | LoConte Rink |
| December 15, 2018 | (3) Beverly/Danvers/Ipswich Panthers at (8) Winthrop Vikings | Larsen Rink |
| December 19, 2018 | (4) Marblehead Magicians at (6) Winthrop Vikings | Larsen Rink |
| December 27, 2018 | (1) Falmouth (Maine) at (5) Winthrop Vikings | Larsen Rink |
| December 29, 2018 | (2) Winthrop Vikings at (3) Peabody/Lynnfield/North Reading Tanners | McVann-O'Keefe Skating Rink |
| December 31, 2018 | (3) Winthrop Vikings at (1) Watertown Raiders | John A. Ryan Arena |
| January 02, 2019 | (0) Watertown Raiders at (3) Winthrop Vikings | Larsen Rink |
| January 05, 2019 | (2) Masconomet Chieftains at (1) Winthrop Vikings | Larsen Rink |
| January 09, 2019 | (2) HPNA Hillies at (4) Winthrop Vikings | Larsen Rink |
| January 12, 2019 | (5) Longmeadow Lancers at (3) Winthrop Vikings | Larsen Rink |
| January 16, 2019 | (1) Medford/Malden Mustangs at (2) Winthrop Vikings | Larsen Rink |
| January 23, 2019 | (7) Winthrop Vikings at (2) Beverly/Danvers/Ipswich Panthers | Raymond J. Bourque Arena |
| January 26, 2019 | (0) Winthrop Vikings at (6) St. Mary's Lynn Spartans | Connery Memorial Arena |
| January 28, 2019 | (5) Belmont/Watertown Marauders at (3) Winthrop Vikings | Larsen Rink |
| February 02, 2019 | (2) Winthrop Vikings at (5) Marblehead Magicians | Rockett Arena |
| February 06, 2019 | (2) Peabody/Lynnfield/North Reading Tanners at (2) Winthrop Vikings | Larsen Rink |
| February 13, 2019 | (5) Winthrop Vikings at (3) Masconomet Chieftains | Haverhill Valley Forum |
| February 20, 2019 | (2) Winchester Red & Black at (2) Winthrop Vikings | Larsen Rink |
| February 27, 2019 | (0) Winthrop Vikings at (2) Peabody/Lynnfield/North Reading Tanners | McVann-O'Keefe Skating Rink |
