| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (7) Canton Bulldogs at (2) Plymouth South Panthers
Gormley Cup |
Gallo Arena |
| December 15, 2018 | (3) Nauset Warriors at (4) Plymouth South Panthers
JG CUP |
Gallo Arena |
| December 19, 2018 | (8) Quincy Presidents at (4) Plymouth South Panthers | Armstrong Arena |
| December 22, 2018 | (2) Plymouth South Panthers at (7) Pembroke Titans | Hobomock Arena |
| December 26, 2018 | (0) Plymouth South Panthers at (7) Masconomet Chieftains
STONEHAM HOLIDAY CLASSIC CHAMPIONSHIP |
Stoneham Arena |
| December 29, 2018 | (3) Plymouth South Panthers at (3) Groton-Dunstable Crusaders
Stoneham Holiday Tournament |
Stoneham Arena |
| January 02, 2019 | (4) North Quincy Red Raiders at (2) Plymouth South Panthers | Armstrong Arena |
| January 05, 2019 | (1) Plymouth South Panthers at (7) Duxbury Dragons | The Bog |
| January 09, 2019 | (3) Plymouth South Panthers at (3) Plymouth North Eagles | Armstrong Arena |
| January 12, 2019 | (2) Plymouth South Panthers at (3) Scituate Sailors | Hobomock Arena |
| January 16, 2019 | (9) Silver Lake Lakers at (4) Plymouth South Panthers | Armstrong Arena |
| January 21, 2019 | (2) Plymouth South Panthers at (6) Hanover Hawks | Hobomock Arena |
| January 23, 2019 | (3) Plymouth South Panthers at (6) Sandwich Blue Knights | Gallo Arena |
| January 26, 2019 | (1) Plymouth South Panthers at (7) Whitman-Hanson Panthers | Rockland Arena |
| January 30, 2019 | (3) Pembroke Titans at (7) Plymouth South Panthers | Armstrong Arena |
| February 02, 2019 | (0) Plymouth South Panthers at (1) North Quincy Red Raiders | Quincy Youth Arena |
| February 06, 2019 | (8) Hanover Hawks at (2) Plymouth South Panthers | Armstrong Arena |
| February 13, 2019 | (6) Scituate Sailors at (0) Plymouth South Panthers | Armstrong Arena |
| February 17, 2019 | (3) Plymouth South Panthers at (0) Old Rochester/Fairhaven Bulldogs | Travis Roy Arena |
| February 20, 2019 | (2) Old Rochester/Fairhaven Bulldogs at (1) Plymouth South Panthers | Armstrong Arena |
