| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | August 26, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2 |
| Tuesday | August 27, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2 |
| Wednesday | August 28, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2 |
| Tuesday | September 3, 2019 | 7:30 PM | 8:30 PM | Practice | Mass Bay | |
| Wednesday | September 4, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | September 10, 2019 | 7:30 PM | 8:30 PM | Practice | Mass Bay | |
| Wednesday | September 11, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | September 12, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2, Squirt 1, Squirt 2, Lady Chieftain U12 WHITE |
| Sunday | September 15, 2019 | 8:10 AM | 9:10 AM | Game | Hockeytown 4B | vs. S&S Mite - "AA" |
| Tuesday | September 17, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | September 18, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | September 19, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | LC Skills MS, Squirt 1, Squirt 2, Mite 2 |
| Saturday | September 21, 2019 | 10:30 AM | 11:30 AM | Game | Hockeytown 4B | vs. Lexington/Bedford Mite - "AA" |
| Tuesday | September 24, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | September 25, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | September 26, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | September 28, 2019 | 8:00 AM | 9:00 AM | Game | Woburn B | vs. Woburn Mite - "AA" |
| Tuesday | October 1, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | October 2, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | October 3, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2, Lady Chieftain U12 WHITE |
| Saturday | October 5, 2019 | 10:30 AM | 11:30 AM | Game | Hockeytown 4B | vs. Winthrop Mite - "AA" |
| Tuesday | October 8, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | October 9, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | October 10, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Squirt 2, Mite 2, Lady Chieftain U12 WHITE, Squirt 1 |
| Sunday | October 13, 2019 | 9:50 AM | 10:50 AM | Game | Pingree A | vs. Lynn Mite - "AA" |
| Tuesday | October 15, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | October 16, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | October 17, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2, Lady Chieftain U12 WHITE |
| Saturday | October 19, 2019 | 12:40 PM | 1:40 PM | Game | Hockeytown 4A | vs. Wakefield Mite - "AAA" |
| Tuesday | October 22, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | October 23, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | October 24, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2, Squirt 1, Squirt 2, Lady Chieftain U12 WHITE |
| Saturday | October 26, 2019 | 11:30 AM | 12:30 PM | Game | Hockeytown 4B | vs. Lynn Mite - "AA" |
| Tuesday | October 29, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | October 30, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | October 31, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2, Squirt 1, Squirt 2, Lady Chieftain U12 WHITE |
| Sunday | November 3, 2019 | 8:10 AM | 9:10 AM | Game | Hockeytown 4A | vs. Winthrop Mite - "AA" |
| Tuesday | November 5, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | November 6, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | November 7, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2, Lady Chieftain U12 WHITE |
| Saturday | November 9, 2019 | 8:00 AM | 9:00 AM | Game | Woburn B | vs. Winchester Mite - "AA1" |
| Tuesday | November 12, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | November 13, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | November 14, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2, Lady Chieftain U12 WHITE |
| Saturday | November 16, 2019 | 10:30 AM | 11:30 AM | Game | Hockeytown 4A | vs. Lynnfield-Saugus Mite - "AA" |
| Tuesday | November 19, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | November 20, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | November 21, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Squirt 1, Squirt 2, Mite 2, Lady Chieftain U12 WHITE |
| Sunday | November 24, 2019 | 12:10 PM | 1:10 PM | Game | Pingree B | vs. Wakefield Mite - "AAA" |
| Tuesday | November 26, 2019 | 7:30 PM | 8:20 PM | Practice | Mass Bay | |
| Wednesday | November 27, 2019 | 4:30 PM | 5:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Friday | November 29, 2019 | 10:00 AM | 10:30 AM | Game | Phillips Academy Ice Rinks | vs. Lexington Bedford |
| Friday | November 29, 2019 | 10:30 AM | 11:00 AM | Game | Phillips Academy Ice Rinks | vs. Andover |
| Saturday | November 30, 2019 | 10:30 AM | 11:30 AM | Game | Hockeytown 4B | vs. Lynn Mite - "AA" |
| Saturday | November 30, 2019 | 2:15 PM | 2:45 PM | Game | Phillips Academy Ice Rinks | vs. Winchester |
| Saturday | November 30, 2019 | 2:45 PM | 3:15 PM | Game | Phillips Academy Ice Rinks | vs. Wakefield |
| Saturday | November 30, 2019 | 3:15 PM | 3:45 PM | Game | Phillips Academy Ice Rinks | vs. North Shore Stars |
| Saturday | November 30, 2019 | 3:45 PM | 4:15 PM | Game | Phillips Academy Ice Rinks | vs. Charlestown |
| Saturday | November 30, 2019 | 4:15 PM | 4:45 PM | Game | Phillips Academy Ice Rinks | vs. Methuen |
| Sunday | December 1, 2019 | 7:30 AM | 9:00 AM | Game | Phillips Academy Ice Rinks | vs. Playoffs |
| Sunday | December 1, 2019 | 12:45 PM | 1:15 PM | Game | Phillips Academy Ice Rinks | vs. FINALS (if necessary) |
| Monday | December 2, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | December 3, 2019 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | December 5, 2019 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Sunday | December 8, 2019 | 3:40 PM | 4:40 PM | Game | Pingree B | vs. Winchester Mite - "AA1" |
| Monday | December 9, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | December 10, 2019 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | December 12, 2019 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | December 14, 2019 | 10:30 AM | 11:30 AM | Game | Hockeytown 4A | vs. Winthrop Mite - "AA" |
| Monday | December 16, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | December 17, 2019 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | December 19, 2019 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Sunday | December 22, 2019 | 8:10 AM | 9:10 AM | Game | Hockeytown 4A | vs. Wakefield Mite - "AAA" |
| Monday | December 23, 2019 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Thursday | December 26, 2019 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Sunday | December 29, 2019 | 1:50 PM | 2:50 PM | Game | Woburn A | vs. Lexington/Bedford Mite - "AA" |
| Thursday | January 2, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | January 4, 2020 | 11:30 AM | 12:30 PM | Game | Hockeytown 4A | vs. Reading Mite - "AAA2" |
| Monday | January 6, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | January 7, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | January 9, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | January 11, 2020 | 1:40 PM | 2:40 PM | Game | Hockeytown 4B | vs. Winchester Mite - "AA1" |
| Sunday | January 12, 2020 | 10:30 AM | 1:30 PM | Game | Dover Ice Arena | vs. Dover Jamboree |
| Monday | January 13, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | January 14, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | January 16, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | January 18, 2020 | 11:30 AM | 12:30 PM | Game | Hockeytown 4B | vs. Winthrop Mite - "AA" |
| Monday | January 20, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | January 21, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | January 23, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Sunday | January 26, 2020 | 2:20 PM | 3:20 PM | Game | Pingree B | vs. Wakefield Mite - "AAA" |
| Monday | January 27, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | January 28, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | January 30, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | February 1, 2020 | 11:30 AM | 12:30 PM | Game | Hockeytown 4A | vs. Lexington/Bedford Mite - "AA" |
| Monday | February 3, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | February 4, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | February 6, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | February 8, 2020 | 11:30 AM | 12:30 PM | Game | Hockeytown 4A | vs. Reading Mite - "AAA2" |
| Monday | February 10, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | February 11, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | February 13, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | February 15, 2020 | 1:40 PM | 2:40 PM | Game | Hockeytown 4B | vs. Winchester Mite - "AA1" |
| Monday | February 17, 2020 | 3:05 PM | 6:05 PM | Other | Dunkin' Donuts Center | |
| Monday | February 17, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | February 18, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | February 20, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Sunday | February 23, 2020 | 11:10 AM | 12:10 PM | Game | Pingree A | vs. Winthrop Mite - "AA" |
| Monday | February 24, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | February 25, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Saturday | February 29, 2020 | 10:30 AM | 11:30 AM | Game | Hockeytown 4B | vs. Wakefield Mite - "AAA" |
| Monday | March 2, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | March 3, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Saturday | March 7, 2020 | 1:40 PM | 2:40 PM | Game | Hockeytown 4B | vs. Winchester Mite - "AA1" |
| Monday | March 9, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | March 10, 2020 | 6:30 PM | 7:20 PM | Practice | Massbay | |
| Thursday | March 12, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Saturday | March 14, 2020 | 6:00 PM | 7:00 PM | Game | Haverhill Gold A | vs. Winthrop Mite - "AA" |
| Monday | March 16, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | March 17, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Monday | March 23, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | March 24, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | March 26, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Monday | March 30, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | March 31, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | April 2, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |
| Monday | April 6, 2020 | 5:30 PM | 6:20 PM | Practice | Essex Rink 1 | Mite 2 |
| Tuesday | April 7, 2020 | 7:30 PM | 8:20 PM | Practice | Massbay | |
| Thursday | April 9, 2020 | 6:30 PM | 7:20 PM | Practice | Essex Rink 1 | Lady Chieftain U12 WHITE, Squirt 1, Squirt 2, Mite 2 |