| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Concord-Carlisle Patriots at (6) Lincoln-Sudbury Warriors | New England Sports Center |
| December 18, 2019 | (10) Lincoln-Sudbury Warriors at (2) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 21, 2019 | (2) Boston Latin Wolfpack at (4) Lincoln-Sudbury Warriors | New England Sports Center |
| December 23, 2019 | (7) Lincoln-Sudbury Warriors at (5) Winchester Red & Black | O'Brien Arena |
| December 28, 2019 | (2) Lincoln-Sudbury Warriors at (4) Braintree Wamps | Zapustas Arena |
| December 30, 2019 | (4) Lincoln-Sudbury Warriors at (3) Lowell Red Raiders | Tsongas Center |
| January 02, 2020 | (5) Lincoln-Sudbury Warriors at (4) Methuen Rangers | Methuen High School Rink |
| January 08, 2020 | (2) Lincoln-Sudbury Warriors at (4) Tewksbury Redmen | Breakaway Ice Center |
| January 15, 2020 | (1) Acton-Boxboro Revolution at (8) Lincoln-Sudbury Warriors | New England Sports Center |
| January 20, 2020 | (1) North Andover Scarlet Knights at (1) Lincoln-Sudbury Warriors | New England Sports Center |
| January 22, 2020 | (3) Billerica Indians at (5) Lincoln-Sudbury Warriors | New England Sports Center |
| January 25, 2020 | (2) Haverhill Hillies at (7) Lincoln-Sudbury Warriors | New England Sports Center |
| January 27, 2020 | (4) Saint John's Shrewsbury Pioneers at (2) Lincoln-Sudbury Warriors | New England Sports Center |
| January 29, 2020 | (3) Lincoln-Sudbury Warriors at (1) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 01, 2020 | (3) Lincoln-Sudbury Warriors at (2) North Andover Scarlet Knights | Merrimack College |
| February 03, 2020 | (0) Lowell Red Raiders at (1) Lincoln-Sudbury Warriors | New England Sports Center |
| February 08, 2020 | (1) Tewksbury Redmen at (5) Lincoln-Sudbury Warriors | New England Sports Center |
| February 12, 2020 | (6) Lincoln-Sudbury Warriors at (4) Canton Bulldogs | Canton Ice House |
| February 15, 2020 | (3) Waltham Hawks at (4) Lincoln-Sudbury Warriors | New England Sports Center |
| February 17, 2020 | (8) Lincoln-Sudbury Warriors at (0) Concord-Carlisle Patriots | Edge Sports Center |
| February 19, 2020 | (1) Lincoln-Sudbury Warriors at (1) Natick Red Hawks | Chase Arena |
| February 25, 2020 | (3) Danvers Falcons at (5) Lincoln-Sudbury Warriors
Boys D2 N Playoff |
John A. Ryan Arena |
| February 28, 2020 | (5) Gloucester Fishermen at (6) Lincoln-Sudbury Warriors
Boys D2 N Playoff |
O'Brien Arena |
| March 03, 2020 | (2) North Andover Scarlet Knights at (3) Lincoln-Sudbury Warriors
Boys D2 N Playoff |
Chelmsford Forum |
| March 09, 2020 | (8) Lincoln-Sudbury Warriors at (1) Triton Vikings
Boys D2 N Final |
Tsongas Center |
| March 15, 2020 | Lincoln-Sudbury Warriors at Canton Bulldogs
Boys D2 Championship |
TD Garden |
