| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (4) Wilmington Wildcats at (2) Belmont Marauders | Skip Viglirolo Rink |
| December 18, 2019 | (0) Wilmington Wildcats at (1) Reading Rockets | Burbank Ice Arena |
| December 21, 2019 | (2) Wilmington Wildcats at (1) Winchester Red & Black | O'Brien Arena |
| December 26, 2019 | (3) North Andover Scarlet Knights at (2) Wilmington Wildcats
Haverhill Tournament |
Veterans Memorial Ice Rink |
| December 28, 2019 | (4) Wilmington Wildcats at (0) Newton North Tigers
Hillies - Haverhill Tournament |
Veterans Memorial Ice Rink |
| December 31, 2019 | (2) Melrose Red Hawks at (2) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 04, 2020 | (2) Wilmington Wildcats at (3) Burlington Red Devils | Burlington Ice Palace |
| January 07, 2020 | (3) Wilmington Wildcats at (1) Wakefield Warriors | Stoneham Arena |
| January 11, 2020 | (3) Stoneham Spartans at (2) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 16, 2020 | (5) Wilmington Wildcats at (2) Shawsheen Rams | Hallenborg Memorial Pavilion |
| January 18, 2020 | (4) Arlington Spy Ponders at (1) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 20, 2020 | (1) Pentucket Panthers at (8) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 22, 2020 | (0) Medford Mustangs at (4) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 25, 2020 | (2) Wilmington Wildcats at (5) Lexington Minutemen | Hayden Ice Facility |
| January 29, 2020 | (1) Woburn Tanners at (2) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 01, 2020 | (1) Wilmington Wildcats at (5) Melrose Red Hawks | Kasabuski Arena |
| February 05, 2020 | (1) Burlington Red Devils at (1) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 08, 2020 | (3) Wakefield Warriors at (3) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 12, 2020 | (6) Wilmington Wildcats at (3) Stoneham Spartans | Stoneham Arena |
| February 20, 2020 | (2) Wilmington Wildcats at (3) Tewksbury Redmen
Rivalry Game |
Breakaway Ice Center |
| February 25, 2020 | (3) Wilmington Wildcats at (1) Marblehead Magicians
Boys D2 N Playoff |
Chelmsford Forum |
| February 28, 2020 | (3) Triton Vikings at (2) Wilmington Wildcats
Boys D2 N Playoff |
O'Brien Arena |
