| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (0) Brookline Warriors at (6) Braintree Wamps | Zapustas Arena |
| December 16, 2019 | (4) Beverly/Danvers/Ipswich Panthers at (1) Brookline Warriors | Hennessey Rink |
| December 18, 2019 | (0) Brookline Warriors at (4) Natick Red Hawks | Chase Arena |
| December 21, 2019 | (4) Newton North/South Tigers at (2) Brookline Warriors | Walter Brown Arena |
| December 28, 2019 | (1) Brookline Warriors at (2) Medford/Malden Mustangs | LoConte Rink |
| January 04, 2020 | (1) Weymouth Wildcats at (3) Brookline Warriors | Walter Brown Arena |
| January 08, 2020 | (6) Wellesley Raiders at (1) Brookline Warriors | Walter Brown Arena |
| January 12, 2020 | (2) Martha's Vineyard Vineyarders at (3) Brookline Warriors | Walter Brown Arena |
| January 15, 2020 | (2) Brookline Warriors at (4) Walpole Timberwolves | Rodman Arena |
| January 18, 2020 | (2) Brookline Warriors at (0) Framingham Flyers | Loring Arena |
| January 20, 2020 | (1) Wilmington Wildcats at (1) Brookline Warriors | Walter Brown Arena |
| January 22, 2020 | (5) Natick Red Hawks at (0) Brookline Warriors | Walter Brown Arena |
| January 25, 2020 | (1) Marblehead Magicians at (2) Brookline Warriors | Walter Brown Arena |
| January 29, 2020 | (2) Brookline Warriors at (2) Newton North/South Tigers | John A. Ryan Arena |
| January 31, 2020 | (2) Leominster Blue Devils at (3) Brookline Warriors | Dexter School Thorndike Rink |
| February 01, 2020 | (0) Brookline Warriors at (7) Wellesley Raiders | Wellesley Sports Center |
| February 05, 2020 | (1) Brookline Warriors at (1) Milton Wildcats | Ulin Memorial Rink |
| February 08, 2020 | (3) Brookline Warriors at (3) Ursuline Academy Bears | Conte Forum |
| February 12, 2020 | (2) Framingham Flyers at (4) Brookline Warriors | Walter Brown Arena |
| February 15, 2020 | (5) Needham Rockets at (0) Brookline Warriors | Walter Brown Arena |
| February 17, 2020 | (0) Brookline Warriors at (0) Wayland/Weston Warcats | MacDowell Ice Arena |
