| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (0) Littleton/Bromfield Tigers at (1) Dracut/Tyngsboro Middies | Salem Ice Center |
| December 18, 2019 | (1) Newton South Lions at (3) Dracut/Tyngsboro Middies | Ice Center Rink |
| December 21, 2019 | (5) Bedford Bucs at (2) Dracut/Tyngsboro Middies | Janas Memorial Rink |
| January 02, 2020 | (5) Tewksbury Redmen at (2) Dracut/Tyngsboro Middies | Ice Center Rink |
| January 04, 2020 | (4) Cambridge Rindge & Latin Falcons at (1) Dracut/Tyngsboro Middies | Janas Memorial Rink |
| January 08, 2020 | (3) Methuen Rangers at (4) Dracut/Tyngsboro Middies | Salem Ice Center |
| January 11, 2020 | (4) Wayland Warriors at (6) Dracut/Tyngsboro Middies | Salem Ice Center |
| January 13, 2020 | (4) Dracut/Tyngsboro Middies at (5) Wayland Warriors | New England Sports Center |
| January 15, 2020 | (5) Haverhill Hillies at (5) Dracut/Tyngsboro Middies | Salem Ice Center |
| January 19, 2020 | (3) Latin Academy Dragons at (1) Dracut/Tyngsboro Middies | Salem Ice Center |
| January 23, 2020 | (1) Dracut/Tyngsboro Middies at (2) Lowell Red Raiders | Tsongas Center |
| January 25, 2020 | (0) Dracut/Tyngsboro Middies at (3) Newton South Lions | John A. Ryan Arena |
| January 27, 2020 | (1) Dracut/Tyngsboro Middies at (5) Lunenburg/Ayer-Shirley Blue Knights | Wallace Civic Center |
| January 29, 2020 | (12) Dracut/Tyngsboro Middies at (2) Lynn Jets | Connery Memorial Arena |
| February 01, 2020 | (2) Dracut/Tyngsboro Middies at (4) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| February 08, 2020 | (1) Dracut/Tyngsboro Middies at (3) Methuen Rangers | Methuen High School Rink |
| February 12, 2020 | (6) Leominster Blue Devils at (9) Dracut/Tyngsboro Middies | Salem Ice Center |
| February 14, 2020 | (3) Dracut/Tyngsboro Middies at (6) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 16, 2020 | (1) Dracut/Tyngsboro Middies at (3) Bedford Bucs
pp from 01/18/2020 |
Edge Sports Center |
| February 19, 2020 | (3) Dracut/Tyngsboro Middies at (5) North Middlesex Patriots | Wallace Civic Center |
