| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (5) Archbishop Williams Bishops at (4) Austin Prep Cougars | Breakaway Ice Center |
| December 21, 2019 | (2) Austin Prep Cougars at (2) Xaverian Hawks
Endowment Game |
Canton Ice House |
| December 23, 2019 | (0) Arlington Catholic Cougars at (2) Austin Prep Cougars | Stoneham Arena |
| December 27, 2019 | (2) St. Mary's Lynn Spartans at (0) Austin Prep Cougars
Serino Classic |
Valley Forum II |
| December 28, 2019 | (2) Austin Prep Cougars at (0) Hingham Harbormen
SERINO TOURNAMENT Consolation Game |
Valley Forum II |
| January 02, 2020 | (4) Austin Prep Cougars at (0) Central Catholic Raiders | Ice Center Rink |
| January 04, 2020 | (3) Austin Prep Cougars at (3) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| January 08, 2020 | (3) Austin Prep Cougars at (0) Lowell Catholic Crusaders | Tsongas Center |
| January 10, 2020 | (0) Austin Prep Cougars at (1) Pope Francis Cardinals | Olympia Center |
| January 15, 2020 | (2) Austin Prep Cougars at (1) St. Mary's Lynn Spartans | Connery Memorial Arena |
| January 18, 2020 | (4) Austin Prep Cougars at (0) Archbishop Williams Bishops | Canton Sportsplex |
| January 20, 2020 | (1) Austin Prep Cougars at (3) Saint John's Shrewsbury Pioneers | New England Sports Center |
| January 22, 2020 | (4) Austin Prep Cougars at (0) Arlington Catholic Cougars | Ed Burns Arena |
| January 25, 2020 | (2) Austin Prep Cougars at (6) St. John's Prep Eagles | Essex Sports Center |
| January 29, 2020 | (0) Lowell Catholic Crusaders at (3) Austin Prep Cougars | Breakaway Ice Center |
| February 01, 2020 | (0) Bishop Fenwick Crusaders at (2) Austin Prep Cougars | Stoneham Arena |
| February 03, 2020 | (2) Austin Prep Cougars at (2) Winchester Red & Black | O'Brien Arena |
| February 12, 2020 | (2) Pope Francis Cardinals at (0) Austin Prep Cougars | Breakaway Ice Center |
| February 15, 2020 | (2) Austin Prep Cougars at (2) Reading Rockets
Buddy Ferreira Reading won in OT |
Falmouth Ice Arena |
| February 17, 2020 | (1) Falmouth Clippers at (6) Austin Prep Cougars
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 19, 2020 | (3) Duxbury Dragons at (0) Austin Prep Cougars
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 26, 2020 | (2) Woburn Tanners at (3) Austin Prep Cougars
Boys D1 N Playoff |
Stoneham Arena |
| February 29, 2020 | (1) Austin Prep Cougars at (4) Reading Rockets
Boys D1 N Playoff |
O'Brien Arena |
