| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (9) Lincoln-Sudbury Warriors at (2) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 12, 2018 | (0) Haverhill Hillies at (4) Tewksbury Redmen | Breakaway Ice Center |
| December 15, 2018 | (2) North Reading Hornets at (4) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 19, 2018 | (2) Concord-Carlisle Patriots at (0) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 26, 2018 | (7) North Andover Scarlet Knights at (2) Haverhill Hillies
Hillies Christmas Tournament |
Veterans Memorial Ice Rink |
| December 28, 2018 | (1) Haverhill Hillies at (1) Shawsheen Rams
Hillies Christmas Classic - Guptill |
Veterans Memorial Ice Rink |
| December 31, 2018 | (0) Haverhill Hillies at (1) Saugus Sachems | Kasabuski Arena |
| January 06, 2019 | (0) Haverhill Hillies at (4) North Andover Scarlet Knights | Merrimack College |
| January 09, 2019 | (4) Methuen Rangers at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 12, 2019 | (6) Boston Latin Wolfpack at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 19, 2019 | (7) Tewksbury Redmen at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 23, 2019 | (4) Acton-Boxboro Revolution at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 26, 2019 | (0) Haverhill Hillies at (5) Lincoln-Sudbury Warriors | New England Sports Center |
| Jan. 30 (Time TBA) | (7) Haverhill Hillies at (3) Concord-Carlisle Patriots | Edge Sports Center |
| February 06, 2019 | (3) Marblehead Magicians at (2) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 09, 2019 | (0) Haverhill Hillies at (2) Methuen Rangers | Methuen High School Rink |
| February 13, 2019 | (2) Haverhill Hillies at (7) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 16, 2019 | (3) Dracut/Tyngsboro Middies at (3) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 18, 2019 | (4) Haverhill Hillies at (3) Amesbury Redhawks
Newbuyport Bank Classic |
Graf Rink |
| Feb. 20 (Time TBA) | (2) Pentucket Panthers at (1) Haverhill Hillies
Newburyport Bank Classic Consolation |
Graf Rink |
