| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (3) HPNA Hillies at (4) Archbishop Williams Bishops | Zapustas Arena |
| December 12, 2018 | (1) HPNA Hillies at (7) Tewksbury/Methuen Red Rangers | Methuen High School Rink |
| December 15, 2018 | (3) HPNA Hillies at (0) Acton-Boxboro Revolution | Nashoba Valley Olympia |
| December 19, 2018 | (0) HPNA Hillies at (2) Andover Golden Warriors | Breakaway Ice Center |
| December 22, 2018 | (2) Billerica/Chelmsford Indians at (3) HPNA Hillies | Veterans Memorial Ice Rink |
| December 27, 2018 | (7) Duxbury Dragons at (3) HPNA Hillies | Veterans Memorial Ice Rink |
| December 29, 2018 | (4) Westford Academy Ghosts at (3) HPNA Hillies | Veterans Memorial Ice Rink |
| January 05, 2019 | (6) Shrewsbury Colonials at (0) HPNA Hillies | Veterans Memorial Ice Rink |
| January 09, 2019 | (2) HPNA Hillies at (4) Winthrop Vikings | Larsen Rink |
| January 12, 2019 | (1) HPNA Hillies at (1) Concord-Carlisle Patriots | Edge Sports Center |
| January 16, 2019 | (1) Lincoln-Sudbury Warriors at (1) HPNA Hillies | Veterans Memorial Ice Rink |
| January 19, 2019 | (4) HPNA Hillies at (2) Beverly/Danvers/Ipswich Panthers | Raymond J. Bourque Arena |
| January 26, 2019 | (1) Central Catholic Raiders at (4) HPNA Hillies | Veterans Memorial Ice Rink |
| January 30, 2019 | (1) HPNA Hillies at (3) Masconomet Chieftains
location and time updated per coach ryan sugar |
Lawrence Valley Forum |
| February 02, 2019 | (3) Tewksbury/Methuen Red Rangers at (1) HPNA Hillies | Veterans Memorial Ice Rink |
| February 06, 2019 | (0) Acton-Boxboro Revolution at (2) HPNA Hillies | Veterans Memorial Ice Rink |
| February 09, 2019 | (4) Andover Golden Warriors at (1) HPNA Hillies | Veterans Memorial Ice Rink |
| February 13, 2019 | (2) HPNA Hillies at (0) Billerica/Chelmsford Indians | Chelmsford Forum |
| February 17, 2019 | (0) HPNA Hillies at (2) Westford Academy Ghosts
postponed from 2/16 |
Pratt Memorial Rink |
| February 20, 2019 | (3) HPNA Hillies at (6) Peabody/Lynnfield/North Reading Tanners | McVann-O'Keefe Skating Rink |
