| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (1) Melrose Red Hawks at (4) Arlington Spy Ponders | Ed Burns Arena |
| December 21, 2019 | (1) Wakefield Warriors at (5) Arlington Spy Ponders | Ed Burns Arena |
| December 23, 2019 | (2) Arlington Spy Ponders at (4) Pope Francis Cardinals | Olympia Center |
| December 31, 2019 | (3) Arlington Spy Ponders at (0) Reading Rockets | Burbank Ice Arena |
| January 04, 2020 | (2) Woburn Tanners at (2) Arlington Spy Ponders | Ed Burns Arena |
| January 08, 2020 | (3) Arlington Spy Ponders at (1) Lexington Minutemen | Hayden Ice Facility |
| January 12, 2020 | (2) Winchester Red & Black at (3) Arlington Spy Ponders
postponed from 1/11 |
Ed Burns Arena |
| January 15, 2020 | (0) Belmont Marauders at (2) Arlington Spy Ponders | Ed Burns Arena |
| January 18, 2020 | (4) Arlington Spy Ponders at (1) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 20, 2020 | (2) Pope Francis Cardinals at (2) Arlington Spy Ponders | Ed Burns Arena |
| January 25, 2020 | (2) Burlington Red Devils at (5) Arlington Spy Ponders | Ed Burns Arena |
| January 29, 2020 | (5) Arlington Spy Ponders at (0) Stoneham Spartans | Stoneham Arena |
| February 01, 2020 | (0) Reading Rockets at (3) Arlington Spy Ponders | Ed Burns Arena |
| February 03, 2020 | (5) Arlington Spy Ponders at (3) Woburn Tanners | O'Brien Arena |
| February 05, 2020 | (2) BC High Eagles at (2) Arlington Spy Ponders | Ed Burns Arena |
| February 07, 2020 | (1) Lexington Minutemen at (3) Arlington Spy Ponders | Ed Burns Arena |
| February 09, 2020 | (0) Hingham Harbormen at (3) Arlington Spy Ponders | Bentley Arena |
| February 12, 2020 | (3) Arlington Spy Ponders at (2) Winchester Red & Black | O'Brien Arena |
| February 15, 2020 | (1) Arlington Spy Ponders at (1) Belmont Marauders | Skip Viglirolo Rink |
| February 17, 2020 | (2) Weymouth Wildcats at (6) Arlington Spy Ponders | Ed Burns Arena |
| February 19, 2020 | (2) Braintree Wamps at (3) Arlington Spy Ponders | Ed Burns Arena |
| February 27, 2020 | (1) Framingham Flyers at (2) Arlington Spy Ponders
Boys Division 1A: Game 1 |
Loring Arena |
| March 01, 2020 | (1) St. John's Prep Eagles at (3) Arlington Spy Ponders
Super 8 |
Stoneham Arena |
| March 07, 2020 | (1) Pope Francis Cardinals at (2) Arlington Spy Ponders
Super 8 semi final |
Loring Arena |
| March 15, 2020 | Pope Francis Cardinals at Arlington Spy Ponders
Boys Division 1A: Game 14 - State Championship |
TD Garden |
