| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (0) Reading Rockets at (2) Wakefield Warriors | Burbank Ice Arena |
| December 18, 2019 | (0) Wakefield Warriors at (4) Lexington Minutemen | Bentley Arena |
| December 19, 2019 | (7) Wakefield Warriors at (1) Latin Academy/Fontbonne Dragons | Shea Memorial Rink |
| December 21, 2019 | (0) Wakefield Warriors at (4) Arlington Spy Ponders | Ed Burns Arena |
| December 30, 2019 | (2) St. Joseph Prep/Mount Alvernia The Phoenix at (5) Wakefield Warriors | Essex Sports Center |
| January 01, 2020 | (2) Burlington/Central Catholic Red Devils at (2) Wakefield Warriors | Stoneham Arena |
| January 04, 2020 | (1) Wakefield Warriors at (0) Watertown Raiders | John A. Ryan Arena |
| January 06, 2020 | (8) Wakefield Warriors at (1) Latin Academy/Fontbonne Dragons | Stoneham Arena |
| January 08, 2020 | (0) Wakefield Warriors at (0) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 11, 2020 | (2) Wakefield Warriors at (2) Winthrop Vikings | Larsen Rink |
| January 15, 2020 | (5) Wakefield Warriors at (1) Stoneham Spartans | Stoneham Arena |
| January 18, 2020 | (5) Woburn Tanners at (0) Wakefield Warriors | Burbank Ice Arena |
| January 27, 2020 | (3) Winchester Red & Black at (0) Wakefield Warriors | Stoneham Arena |
| January 28, 2020 | (0) Wakefield Warriors at (3) Billerica/Chelmsford Indians | Hallenborg Memorial Pavilion |
| February 01, 2020 | (0) Wakefield Warriors at (3) Burlington/Central Catholic Red Devils | Burlington Ice Palace |
| February 04, 2020 | (3) Watertown Raiders at (2) Wakefield Warriors | Stoneham Arena |
| February 08, 2020 | (1) Wilmington Wildcats at (3) Wakefield Warriors | Stoneham Arena |
| February 15, 2020 | (0) Stoneham Spartans at (6) Wakefield Warriors | Stoneham Arena |
| February 18, 2020 | (1) Wakefield Warriors at (2) Belmont Marauders | Viglirolo - Belmont High School Skating Rink |
| February 19, 2020 | (2) Wakefield Warriors at (2) Winthrop Vikings | Larsen Rink |
| February 25, 2020 | (1) Wakefield Warriors at (2) Norwood Mustangs
Girls D2 Playoff |
Rodman Arena |
