| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (4) MOA Warriors at (3) Medfield Warriors | Rodman Arena |
| December 14, 2018 | (6) Medfield Warriors at (3) Framingham Flyers | Loring Arena |
| December 15, 2018 | (3) Westwood Wolverines at (0) Medfield Warriors | Rodman Arena |
| December 19, 2018 | (1) Medfield Warriors at (3) Dedham Marauders | Noble & Greenough School |
| December 22, 2018 | (2) Framingham Flyers at (6) Medfield Warriors | Rodman Arena |
| December 27, 2018 | (2) Medfield Warriors at (2) Canton Bulldogs
Canton Ice House Invitational |
Canton Ice House |
| December 29, 2018 | (3) Milton Wildcats at (1) Medfield Warriors
Canton Ice House Tournament |
Canton Ice House |
| January 02, 2019 | (4) Medfield Warriors at (0) Dover-Sherborn/Hopkinton Raiders | Blackstone Valley Ice Arena |
| January 05, 2019 | (3) Medway/Ashland Mustangs at (1) Medfield Warriors | Rodman Arena |
| January 09, 2019 | (3) Medfield Warriors at (3) Norwood Mustangs | Bajko Memorial Rink |
| January 12, 2019 | (2) Medfield Warriors at (6) Archbishop Williams Bishops | Zapustas Arena |
| January 26, 2019 | (3) Franklin Panthers at (1) Medfield Warriors | Rodman Arena |
| January 30, 2019 | (1) Medfield Warriors at (4) Westwood Wolverines
I AM STRONG FUNDRAISER GAME |
Canton Ice House |
| February 02, 2019 | (5) Dedham Marauders at (3) Medfield Warriors | Rodman Arena |
| February 09, 2019 | (1) Medfield Warriors at (0) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| February 10, 2019 | (1) King Philip Warriors at (3) Medfield Warriors
PPD UPDATED PER COACH JACK UNGER |
Rodman Arena |
| February 16, 2019 | (0) Norwood Mustangs at (4) Medfield Warriors | Rodman Arena |
| February 18, 2019 | (1) Dover-Sherborn/Hopkinton Raiders at (4) Medfield Warriors | Rodman Arena |
| February 19, 2019 | (2) Medfield Warriors at (3) LaSalle Academy (R.I.) | Falmouth Ice Arena |
| February 20, 2019 | (2) Medfield Warriors at (6) Falmouth Clippers
MJT Tournament Consolation |
Falmouth Ice Arena |
