| Date & Time | Game | Venue |
|---|---|---|
| December 16, 2019 | (7) Tewksbury Redmen at (1) Chelmsford Lions | Chelmsford Forum |
| December 18, 2019 | (2) Chelmsford Lions at (4) Acton-Boxboro Revolution | Nashoba Valley Olympia |
| December 21, 2019 | (2) Chelmsford Lions at (4) Waltham Hawks | Veterans Memorial Rink |
| January 02, 2020 | (2) Lowell Catholic Crusaders at (3) Chelmsford Lions
Lions Cup |
Chelmsford Forum |
| January 04, 2020 | (0) Chelmsford Lions at (4) Triton Vikings
CHELMSFORD TOURNAMENT |
Chelmsford Forum |
| January 08, 2020 | (5) Melrose Red Hawks at (2) Chelmsford Lions | Chelmsford Forum |
| January 11, 2020 | (1) Billerica Indians at (1) Chelmsford Lions
Rivalry Game |
Chelmsford Forum |
| January 15, 2020 | (0) Chelmsford Lions at (4) Andover Golden Warriors | Lawrence Valley Forum |
| January 18, 2020 | (2) Westford Academy Ghosts at (3) Chelmsford Lions | Chelmsford Forum |
| January 20, 2020 | (3) Chelmsford Lions at (4) Lowell Red Raiders | Tsongas Center |
| January 22, 2020 | (1) Chelmsford Lions at (3) Xaverian Hawks | Canton Ice House |
| January 25, 2020 | (3) Waltham Hawks at (0) Chelmsford Lions | Chelmsford Forum |
| January 29, 2020 | (2) Acton-Boxboro Revolution at (6) Chelmsford Lions | Chelmsford Forum |
| February 01, 2020 | (0) Chelmsford Lions at (5) Central Catholic Raiders | Salem Ice Center |
| February 03, 2020 | (3) Andover Golden Warriors at (1) Chelmsford Lions | Chelmsford Forum |
| February 05, 2020 | (2) Chelmsford Lions at (3) Westford Academy Ghosts | Skate 3 |
| February 08, 2020 | (2) Chelmsford Lions at (4) Billerica Indians | Hallenborg Memorial Pavilion |
| February 10, 2020 | (1) Chelmsford Lions at (2) Stoneham Spartans | Stoneham Arena |
| February 15, 2020 | (1) Central Catholic Raiders at (1) Chelmsford Lions | Chelmsford Forum |
| February 17, 2020 | (2) Framingham Flyers at (1) Chelmsford Lions
Cahoon Tournament |
Burlington Ice Palace |
| February 19, 2020 | (1) Medford Mustangs at (5) Chelmsford Lions | Burlington Ice Palace |
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