| Date & Time | Game | Venue |
|---|---|---|
| Dec. 21, 2:00 PM | Ursuline Academy Bears at Nantucket Whalers | Nantucket Ice Skating Rink |
| Dec. 23, 1:00 PM | Bishop Stang Spartans at Ursuline Academy Bears | Jim Roche Community Arena |
| Dec. 28, 6:00 PM | Ursuline Academy Bears at Quincy/North Quincy Red Raiders | Quincy Youth Arena |
| Dec. 30, 3:00 PM | Bishop Stang Spartans at Ursuline Academy Bears | Hetland Arena |
| Jan. 2, 5:30 PM | Weymouth Wildcats at Ursuline Academy Bears | Jim Roche Community Arena |
| Jan. 4, 8:00 PM | Ursuline Academy Bears at East/West Bridgewater Vikings | Bridgewater Ice Arena |
| Jan. 8, 4:00 PM | Dover-Sherborn/Hopkinton Raiders at Ursuline Academy Bears | Jim Roche Community Arena |
| Jan. 11, 12:00 PM | East/West Bridgewater Vikings at Ursuline Academy Bears | Jim Roche Community Arena |
| Jan. 13, 3:15 PM | Ursuline Academy Bears at Dedham Marauders | Bajko Memorial Rink |
| Jan. 20, 1:00 PM | Dedham Marauders at Ursuline Academy Bears | Jim Roche Community Arena |
| Jan. 29, 4:00 PM | Stoughton Black Knights at Ursuline Academy Bears | Jim Roche Community Arena |
| Feb. 5, 4:00 PM | Arlington Catholic Cougars at Ursuline Academy Bears | Jim Roche Community Arena |
| Feb. 8, 5:30 PM | Ursuline Academy Bears at Stoughton Black Knights | Canton Ice House |
| Feb. 9, 10:30 AM | Ursuline Academy Bears at Marblehead Magicians | O'Keefe Athletic Center Salem State |
| Feb. 15, 7:40 PM | Walpole Timberwolves at Ursuline Academy Bears | Jim Roche Community Arena |
| Feb. 17 (Time TBA) | Ursuline Academy Bears at Weymouth Wildcats | Connell Memorial Rink |
| Feb. 19, 2:00 PM | Quincy/North Quincy Red Raiders at Ursuline Academy Bears | Jim Roche Community Arena |
