| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (1) Saugus Sachems at (5) Swampscott Big Blue | Rockett Arena |
| December 18, 2019 | (2) Beverly Panthers at (4) Swampscott Big Blue | Rockett Arena |
| December 21, 2019 | (4) Somerville Highlanders at (2) Swampscott Big Blue | Rockett Arena |
| December 23, 2019 | (0) Swampscott Big Blue at (3) Bedford Bucs | Edge Sports Center |
| December 26, 2019 | (11) Swampscott Big Blue at (2) Lynn Jets
Lynn Holiday/Christmas Tournament |
Connery Memorial Arena |
| December 27, 2019 | (4) Swampscott Big Blue at (1) Amesbury Redhawks
Lynn Holiday/Christmas Tournament |
Connery Memorial Arena |
| January 01, 2020 | (2) Swampscott Big Blue at (0) Essex Tech Hawks | Essex Sports Center |
| January 04, 2020 | (4) Peabody/Salem Tanners at (5) Swampscott Big Blue | Rockett Arena |
| January 08, 2020 | (1) Swampscott Big Blue at (5) Gloucester Fishermen | Dorothy Talbot Rink |
| January 11, 2020 | (2) Swampscott Big Blue at (3) Brookline Warriors | Walter Brown Arena |
| January 15, 2020 | (5) Swampscott Big Blue at (1) Saugus Sachems | Kasabuski Arena |
| January 18, 2020 | (2) Winthrop Vikings at (0) Swampscott Big Blue | Rockett Arena |
| January 20, 2020 | (1) Swampscott Big Blue at (3) Hamilton-Wenham Generals | Johnson Hockey Rink |
| January 22, 2020 | (4) Swampscott Big Blue at (2) Peabody/Salem Tanners | McVann-O'Keefe Skating Rink |
| January 25, 2020 | (4) Lynn Jets at (11) Swampscott Big Blue | O'Keefe Athletic Center Salem State |
| February 01, 2020 | (5) Swampscott Big Blue at (6) Somerville Highlanders | Veterans Memorial Rink |
| February 05, 2020 | (5) Bedford Bucs at (2) Swampscott Big Blue | Rockett Arena |
| February 08, 2020 | (2) Swampscott Big Blue at (3) Beverly Panthers | Raymond J. Bourque Arena |
| February 12, 2020 | (7) Danvers Falcons at (4) Swampscott Big Blue | Rockett Arena |
| February 15, 2020 | (3) Swampscott Big Blue at (5) Marblehead Magicians
Rivalry Game |
Rockett Arena |
| February 27, 2020 | (2) Swampscott Big Blue at (0) Essex Tech Hawks
Boys D3 N Playoffs |
Stoneham Arena |
| March 02, 2020 | (1) Watertown/Wayland Raiders at (2) Swampscott Big Blue
Boys D3N Playoff |
Stoneham Arena |
| March 05, 2020 | (0) Swampscott Big Blue at (4) Lowell Red Raiders
Boys D3 North Semifinal |
Chelmsford Forum |
