| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2022 | (0) Masconomet Chieftains at (7) St. John's Prep Eagles | Essex Sports Center |
| December 17, 2022 | (5) Masconomet Chieftains at (4) Marblehead Magicians | O'Keefe Athletic Center Salem State |
| December 21, 2022 | (1) Danvers Falcons at (4) Masconomet Chieftains | Haverhill Valley Forum |
| December 27, 2022 | (0) Masconomet Chieftains at (3) Stoneham Spartans
Stoneham Christmas Tournament |
Stoneham Arena |
| December 30, 2022 | (1) Masconomet Chieftains at (2) Dedham Marauders
Stoneham Christmas Classic - Consolation Game |
Stoneham Arena |
| January 04, 2023 | (7) Masconomet Chieftains at (4) Swampscott Big Blue | McVann-O'Keefe Skating Rink |
| January 07, 2023 | (4) Gloucester Fishermen at (2) Masconomet Chieftains | Haverhill Valley Forum |
| January 09, 2023 | (2) Newburyport Clippers at (7) Masconomet Chieftains | Haverhill Valley Forum |
| January 14, 2023 | (2) Beverly Panthers at (5) Masconomet Chieftains | Lawrence Valley Forum |
| January 16, 2023 | (1) Masconomet Chieftains at (2) Lincoln-Sudbury Warriors | New England Sports Center |
| January 21, 2023 | (3) Masconomet Chieftains at (4) Winthrop Vikings
OT |
Larsen Rink |
| February 01, 2023 | (4) Marblehead Magicians at (3) Masconomet Chieftains | Haverhill Valley Forum |
| February 04, 2023 | (2) Masconomet Chieftains at (5) Gloucester Fishermen | Dorothy Talbot Rink |
| February 06, 2023 | (3) Masconomet Chieftains at (0) Danvers Falcons | Essex Sports Center |
| February 08, 2023 | (3) Peabody/Saugus/Swampscott Tanners at (11) Masconomet Chieftains | Haverhill Valley Forum |
| February 11, 2023 | (5) Masconomet Chieftains at (2) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| February 15, 2023 | (2) Winthrop Vikings at (5) Masconomet Chieftains | Haverhill Valley Forum |
| February 17, 2023 | (0) Masconomet Chieftains at (3) Andover Golden Warriors | Breakaway Ice Center |
| February 21, 2023 | (1) Masconomet Chieftains at (3) Malden Catholic Lancers | Valley Forum II |
| February 23, 2023 | (1) North Andover Scarlet Knights at (6) Masconomet Chieftains | Essex Sports Center |
| March 01, 2023 | (4) Wilmington Wildcats at (0) Masconomet Chieftains
MIAA D2 Boys State Tournament - First Round |
Haverhill Valley Forum |
