| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (3) Wayland Warriors at (6) Lexington Minutemen | Hayden Ice Facility |
| December 12, 2018 | (2) Wayland Warriors at (1) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| December 19, 2018 | (2) Newton South Lions at (4) Wayland Warriors | New England Sports Center |
| December 22, 2018 | (2) Wayland Warriors at (4) Westboro Rangers | NorthStar Ice Sports |
| December 29, 2018 | (3) Bedford Bucs at (2) Wayland Warriors | New England Sports Center |
| January 02, 2019 | (2) Boston Latin Wolfpack at (2) Wayland Warriors | New England Sports Center |
| January 09, 2019 | (0) Algonquin Titans at (1) Wayland Warriors | New England Sports Center |
| January 12, 2019 | (0) Wayland Warriors at (5) Dracut/Tyngsboro Middies | Ice Center Rink |
| January 16, 2019 | (2) Wayland Warriors at (2) Newton South Lions | John A. Ryan Arena |
| January 19, 2019 | (2) Cambridge Rindge & Latin Falcons at (2) Wayland Warriors | New England Sports Center |
| January 21, 2019 | (2) Wayland Warriors at (3) Lowell Red Raiders | Tsongas Center |
| January 24, 2019 | (8) Wayland Warriors at (1) Northeast Tech Golden Knights | Valley Forum II |
| January 26, 2019 | (6) Lowell Red Raiders at (2) Wayland Warriors | New England Sports Center |
| January 30, 2019 | (0) Latin Academy Dragons at (5) Wayland Warriors | New England Sports Center |
| February 02, 2019 | (2) Wayland Warriors at (5) Bedford Bucs | Edge Sports Center |
| February 06, 2019 | (0) Dracut/Tyngsboro Middies at (6) Wayland Warriors | Edge Sports Center |
| February 13, 2019 | (3) Wayland Warriors at (2) North Attleboro Red Rocketeers | New England Sports Village |
| February 16, 2019 | (2) Marlboro Panthers at (5) Wayland Warriors | New England Sports Center |
| February 18, 2019 | (6) Wayland Warriors at (1) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| February 20, 2019 | (7) Groton-Dunstable Crusaders at (4) Wayland Warriors | New England Sports Center |
| February 28, 2019 | (4) Watertown/Wayland Raiders at (1) Wayland Warriors | John A. Ryan Arena |
