| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (4) Woburn Tanners at (1) Burlington Red Devils | Burlington Ice Palace |
| December 21, 2019 | (0) Stoneham Spartans at (3) Woburn Tanners | O'Brien Arena |
| December 30, 2019 | (3) Woburn Tanners at (5) Medford Mustangs | LoConte Rink |
| January 01, 2020 | (1) Belmont Marauders at (1) Woburn Tanners | O'Brien Arena |
| January 04, 2020 | (2) Woburn Tanners at (2) Arlington Spy Ponders | Ed Burns Arena |
| January 06, 2020 | (1) Melrose Red Hawks at (5) Woburn Tanners | O'Brien Arena |
| January 08, 2020 | (0) Woburn Tanners at (3) Reading Rockets | Burbank Ice Arena |
| January 11, 2020 | (1) Lexington Minutemen at (4) Woburn Tanners | O'Brien Arena |
| January 14, 2020 | (3) Winchester Red & Black at (3) Woburn Tanners | O'Brien Arena |
| January 18, 2020 | (0) Woburn Tanners at (5) Wakefield Warriors | Burbank Ice Arena |
| January 25, 2020 | (1) Medford Mustangs at (3) Woburn Tanners | O'Brien Arena |
| January 29, 2020 | (1) Woburn Tanners at (2) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 01, 2020 | (2) Woburn Tanners at (3) Belmont Marauders | Skip Viglirolo Rink |
| February 03, 2020 | (5) Arlington Spy Ponders at (3) Woburn Tanners | O'Brien Arena |
| February 08, 2020 | (1) Reading Rockets at (5) Woburn Tanners | O'Brien Arena |
| February 10, 2020 | (1) Wayland Warriors at (12) Woburn Tanners | O'Brien Arena |
| February 12, 2020 | (4) Woburn Tanners at (4) Lexington Minutemen
Senior Night |
Hayden Ice Facility |
| February 15, 2020 | (1) Woburn Tanners at (3) Winchester Red & Black | O'Brien Arena |
| February 18, 2020 | (2) Billerica Indians at (5) Woburn Tanners
IRISH AMERICAN SHOOTOUT |
O'Brien Arena |
| February 20, 2020 | (3) Woburn Tanners at (1) Westford Academy Ghosts
IRISH AMERICAN SHOOTOUT championship |
O'Brien Arena |
| February 26, 2020 | (2) Woburn Tanners at (3) Austin Prep Cougars
Boys D1 N Playoff |
Stoneham Arena |
