| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (5) Framingham Flyers at (4) Milton Wildcats | Ulin Memorial Rink |
| December 18, 2019 | (1) Newton North Tigers at (7) Framingham Flyers | Loring Arena |
| December 19, 2019 | (3) Framingham Flyers at (2) Pope Francis Cardinals | Olympia Center |
| December 21, 2019 | (2) Framingham Flyers at (0) Wellesley Raiders | Wellesley Sports Center |
| December 27, 2019 | (1) Marshfield Rams at (1) Framingham Flyers
MHL Cup |
Loring Arena |
| December 28, 2019 | (3) Xaverian Hawks at (3) Framingham Flyers
MHL Cup - Championship Game |
Loring Arena |
| January 02, 2020 | (1) Framingham Flyers at (2) BC High Eagles | Clark Athletic Center |
| January 04, 2020 | (2) Braintree Wamps at (6) Framingham Flyers | Loring Arena |
| January 08, 2020 | (1) St. John's Prep Eagles at (0) Framingham Flyers | Loring Arena |
| January 11, 2020 | (2) Natick Red Hawks at (3) Framingham Flyers | Loring Arena |
| January 13, 2020 | (1) Framingham Flyers at (2) Shrewsbury Colonials | NorthStar Ice Sports |
| January 15, 2020 | (1) Weymouth Wildcats at (5) Framingham Flyers | Loring Arena |
| January 18, 2020 | (5) Framingham Flyers at (1) Brookline Warriors | Walter Brown Arena |
| January 22, 2020 | (5) Framingham Flyers at (0) Newton North Tigers | John A. Ryan Arena |
| January 25, 2020 | (2) Framingham Flyers at (1) Walpole Timberwolves | Rodman Arena |
| January 29, 2020 | (0) Wellesley Raiders at (1) Framingham Flyers | Loring Arena |
| February 05, 2020 | (0) Needham Rockets at (2) Framingham Flyers | Loring Arena |
| February 08, 2020 | (0) Framingham Flyers at (1) Natick Red Hawks | Chase Arena |
| February 12, 2020 | (3) Framingham Flyers at (1) Hingham Harbormen | Pilgrim Arena |
| February 15, 2020 | (2) Framingham Flyers at (4) Xaverian Hawks | Canton Ice House |
| February 17, 2020 | (2) Framingham Flyers at (1) Chelmsford Lions
Cahoon Tournament |
Burlington Ice Palace |
| February 19, 2020 | (2) Framingham Flyers at (2) Burlington Red Devils
Cahoon Tournament |
Burlington Ice Palace |
| February 23, 2020 | (3) Framingham Flyers at (2) Reading Rockets
D1A Play-In Game #8 vs #9 |
Stoneham Arena |
| February 27, 2020 | (1) Framingham Flyers at (2) Arlington Spy Ponders
Boys Division 1A: Game 1 |
Loring Arena |
| March 01, 2020 | (4) Framingham Flyers at (3) Xaverian Hawks
Super 8 |
Gallo Arena |
| March 04, 2020 | (2) BC High Eagles at (1) Framingham Flyers
Super 8 |
Gallo Arena |
