| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Thursday | September 7, 2023 | 9:10 PM | 10:00 PM | Practice | Watertown | |
| Friday | September 8, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | September 9, 2023 | 5:30 PM | 6:30 PM | Game | Waltham | @ East Coast Leafs Midget - Fall - A2 |
| Sunday | September 10, 2023 | 3:00 PM | 3:50 PM | Practice | Daly | Mite 1 |
| Thursday | September 14, 2023 | 8:10 PM | 9:00 PM | Practice | Watertown | Midget 1 |
| Friday | September 15, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | September 16, 2023 | 4:10 PM | 5:10 PM | Game | Cambridge | vs. So. Boston Midget - Fall - A |
| Sunday | September 17, 2023 | 8:00 AM | 8:50 AM | Practice | Reilly | Midget 2 |
| Thursday | September 21, 2023 | 8:10 PM | 9:00 PM | Practice | Watertown | Midget 2 |
| Friday | September 22, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | September 23, 2023 | 7:00 PM | 8:00 PM | Game | Waltham | vs. Waltham Midget - Fall - A |
| Sunday | September 24, 2023 | 8:00 AM | 8:50 AM | Practice | Daly | |
| Thursday | September 28, 2023 | 9:10 PM | 10:00 PM | Practice | Watertown | |
| Friday | September 29, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | September 30, 2023 | 9:00 PM | 10:00 PM | Game | Woburn | vs. Wellesley Midget - Fall - AA |
| Thursday | October 5, 2023 | 8:10 PM | 9:00 PM | Practice | Watertown | Midget 1 |
| Friday | October 6, 2023 | 6:30 PM | 7:30 PM | Game | Kasabuski | @ Natick Midget - Fall - A1 |
| Friday | October 6, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | October 7, 2023 | 8:30 PM | 9:30 PM | Game | Burlington | @ Belmont Midget - Fall - A |
| Sunday | October 8, 2023 | 3:00 PM | 3:50 PM | Practice | Daly | Midget 1 |
| Thursday | October 12, 2023 | 8:10 PM | 9:00 PM | Practice | Watertown | Midget 2 |
| Friday | October 13, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | October 14, 2023 | 8:30 PM | 9:30 PM | Game | Waltham | @ East Coast Leafs Midget - Fall - A2 |
| Thursday | October 19, 2023 | 9:10 PM | 10:00 PM | Practice | Watertown | |
| Friday | October 20, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | October 21, 2023 | 3:00 PM | 3:50 PM | Practice | Daly | |
| Sunday | October 22, 2023 | 4:30 PM | 5:30 PM | Game | Hyde Park | @ Railers Midget - Fall - A2 |
| Thursday | October 26, 2023 | 8:10 PM | 9:00 PM | Practice | Watertown | Midget 1 |
| Friday | October 27, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | October 28, 2023 | 4:10 PM | 5:10 PM | Game | Cambridge | @ Jr. Mounties Midget - Fall - A |
| Sunday | October 29, 2023 | 7:00 AM | 7:50 AM | Practice | Reilly | |
| Thursday | November 2, 2023 | 8:10 PM | 9:00 PM | Practice | Watertown | Midget 2 |
| Friday | November 3, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | November 4, 2023 | 7:10 PM | 8:10 PM | Game | Cambridge | vs. So. Boston Midget - Fall - A |
| Sunday | November 5, 2023 | 7:00 AM | 7:50 AM | Practice | Reilly | Midget 1, Midget 2 |
| Thursday | November 9, 2023 | 9:10 PM | 10:00 PM | Practice | Watertown | |
| Friday | November 10, 2023 | 7:40 PM | 8:30 PM | Practice | Watertown | Midget 1, Midget 2 |
| Saturday | November 11, 2023 | 7:00 PM | 8:00 PM | Game | North Star B | @ East Coast Leafs Midget - Fall - A1 |
| Sunday | November 12, 2023 | 7:00 AM | 7:50 AM | Practice | Reilly | Midget 1 |
| Wednesday | November 15, 2023 | 8:00 PM | 8:50 PM | Practice | Daly | Midget 1, Midget 2 |
| Thursday | November 16, 2023 | 7:00 PM | 7:50 PM | Practice | Watertown | |
| Friday | November 17, 2023 | 6:10 PM | 7:10 PM | Game | O'Brien Rink | vs. Parkway Midget 1 |
| Friday | November 17, 2023 | 6:10 PM | 7:10 PM | Game | Woburn | vs. Parkway Midget - Fall 1 |