| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (1) Arlington Catholic Cougars at (3) Austin Prep Cougars | Stoneham Arena |
| December 15, 2018 | (1) Archbishop Williams Bishops at (1) Austin Prep Cougars | Stoneham Arena |
| December 19, 2018 | (11) Austin Prep Cougars at (0) Matignon Warriors | Stoneham Arena |
| December 22, 2018 | (5) Xaverian Hawks at (5) Austin Prep Cougars | Stoneham Arena |
| December 27, 2018 | (2) Austin Prep Cougars at (0) St. Mary's Lynn Spartans | Valley Forum II |
| December 28, 2018 | (4) Austin Prep Cougars at (0) Hingham Harbormen
Christie Serino Christmas Tournament Championship |
Valley Forum II |
| January 02, 2019 | (2) Central Catholic Raiders at (4) Austin Prep Cougars | Stoneham Arena |
| January 05, 2019 | (4) Austin Prep Cougars at (0) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| January 09, 2019 | (5) Austin Prep Cougars at (1) Archbishop Williams Bishops | Canton Sportsplex |
| January 12, 2019 | (7) Austin Prep Cougars at (1) Arlington Catholic Cougars | Ed Burns Arena |
| January 16, 2019 | (1) St. John's Prep Eagles at (3) Austin Prep Cougars | Stoneham Arena |
| January 19, 2019 | (0) Austin Prep Cougars at (4) Pope Francis Cardinals | Olympia Center |
| January 21, 2019 | (2) Saint John's Shrewsbury Pioneers at (2) Austin Prep Cougars | Stoneham Arena |
| January 23, 2019 | (0) Matignon Warriors at (9) Austin Prep Cougars | Stoneham Arena |
| January 26, 2019 | (0) Bishop Fenwick Crusaders at (5) Austin Prep Cougars | Stoneham Arena |
| January 28, 2019 | (2) Arlington Spy Ponders at (1) Austin Prep Cougars | Breakaway Ice Center |
| January 30, 2019 | (0) Lowell Catholic Crusaders at (4) Austin Prep Cougars | Breakaway Ice Center |
| February 09, 2019 | (0) St. Mary's Lynn Spartans at (1) Austin Prep Cougars | Stoneham Arena |
| February 13, 2019 | (3) Pope Francis Cardinals at (1) Austin Prep Cougars | Stoneham Arena |
| February 16, 2019 | (1) Austin Prep Cougars at (1) Reading Rockets
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 18, 2019 | (2) BC High Eagles at (0) Austin Prep Cougars
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 20, 2019 | (2) Austin Prep Cougars at (0) Duxbury Dragons
Buddy Ferreira Classic - 3rd Place Game |
Falmouth Ice Arena |
| March 03, 2019 | (0) Austin Prep Cougars at (3) Hingham Harbormen | Tsongas Center |
| March 05, 2019 | (2) Austin Prep Cougars at (6) Xaverian Hawks | Chelmsford Forum |
