| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (3) Scituate Sailors at (2) Brookline Warriors | Walter Brown Arena |
| December 15, 2018 | (0) Brookline Warriors at (8) Braintree Wamps | Zapustas Arena |
| December 19, 2018 | (4) Brookline Warriors at (3) Taunton Tigers | Aleixo Arena |
| December 21, 2018 | (6) Ashland Clockers at (2) Brookline Warriors | Walter Brown Arena |
| December 23, 2018 | (4) Brookline Warriors at (2) Middleboro Sachems | Bridgewater Ice Arena |
| December 28, 2018 | (4) Brookline Warriors at (4) Stowe, VT (Middlebury Tournament) | Memorial Sport Center |
| December 29, 2018 | (3) Lake Placid NY at (5) Brookline Warriors
Buster Brush Memorial Tournament |
Memorial Sport Center |
| January 02, 2019 | (1) Middleboro Sachems at (7) Brookline Warriors | Walter Brown Arena |
| January 05, 2019 | (2) Weymouth Wildcats at (2) Brookline Warriors | Walter Brown Arena |
| January 09, 2019 | (3) Wellesley Raiders at (1) Brookline Warriors | Walter Brown Arena |
| January 12, 2019 | (5) Cohasset/Hull Skippers at (4) Brookline Warriors | Walter Brown Arena |
| January 16, 2019 | (2) Brookline Warriors at (5) Walpole Timberwolves | Rodman Arena |
| January 19, 2019 | (0) Brookline Warriors at (10) Framingham Flyers | Loring Arena |
| January 21, 2019 | (4) Brookline Warriors at (2) Ashland Clockers | Loring Arena |
| January 23, 2019 | (5) Natick Red Hawks at (2) Brookline Warriors | Walter Brown Arena |
| January 26, 2019 | (6) Needham Rockets at (0) Brookline Warriors | Walter Brown Arena |
| January 30, 2019 | (0) Brookline Warriors at (1) Newton North Tigers | John A. Ryan Arena |
| February 02, 2019 | (1) Brookline Warriors at (3) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 06, 2019 | (3) Brookline Warriors at (5) Milton Wildcats | Ulin Memorial Rink |
| February 16, 2019 | (2) Taunton Tigers at (6) Brookline Warriors | Walter Brown Arena |
| February 20, 2019 | (2) Dennis-Yarmouth Dolphins at (3) Brookline Warriors | Walter Brown Arena |
| February 25, 2019 | (6) Brookline Warriors at (8) Sandwich Blue Knights | Gallo Arena |
