| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Thursday | August 24, 2023 | 7:00 PM | 8:20 PM | Game | Wonderland of Ice | @ Wonderland Wizards Black |
| Saturday | August 26, 2023 | 7:30 AM | 8:50 AM | Game | Wonderland of Ice | vs. Wonderland Wizards White |
| Saturday | August 26, 2023 | 12:00 PM | 1:20 PM | Game | Wonderland of Ice | vs. Scarsdale Raiders White |
| Sunday | August 27, 2023 | 8:10 AM | 9:30 AM | Game | Wonderland of Ice | @ Hamden |
| Tuesday | September 5, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | Midget A |
| Thursday | September 7, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Midget A |
| Saturday | September 9, 2023 | 4:00 PM | 5:30 PM | Game | Terry Conners Rink | vs. Central 16U American |
| Sunday | September 10, 2023 | 2:20 PM | 3:50 PM | Game | Terry Conners Rink | vs. Wonderland 16U Black Open |
| Tuesday | September 12, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Wednesday | September 13, 2023 | 8:40 PM | 9:40 PM | Practice | Terry Conners | Midget A |
| Friday | September 15, 2023 | 6:30 PM | 7:30 PM | Practice | Terry Conners | |
| Saturday | September 16, 2023 | 7:50 PM | 9:20 PM | Game | Terry Conners Ice Rink | vs. New Rochelle U16 |
| Tuesday | September 19, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Thursday | September 21, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Lady Sharks U16/U19 |
| Saturday | September 23, 2023 | 7:30 PM | 9:00 PM | Game | Darien Ice House | @ New Canaan Winter Club 18U Red |
| Sunday | September 24, 2023 | 3:40 PM | 5:10 PM | Game | Terry Conners Rink | vs. Southern 18U Milford - Undeclared |
| Tuesday | September 26, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Thursday | September 28, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Midget A |
| Saturday | September 30, 2023 | 4:30 PM | 6:00 PM | Game | Evarts Rink | @ Bedford Bears U18 |
| Sunday | October 1, 2023 | 6:50 PM | 8:20 PM | Game | Terry Conners Rink | vs. Greenwich Cardinals 16U - Undeclared |
| Tuesday | October 3, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Friday | October 6, 2023 | 6:30 PM | 7:30 PM | Practice | Terry Conners | |
| Saturday | October 7, 2023 | 3:40 PM | 5:10 PM | Game | Terry Conners Rink | vs. Darien 16U White |
| Sunday | October 8, 2023 | 2:20 PM | 3:50 PM | Game | Terry Conners Rink | vs. New Canaan Winter Club 18U Red |
| Monday | October 9, 2023 | 7:30 PM | 8:30 PM | Practice | Terry Conners | |
| Wednesday | October 11, 2023 | 7:30 PM | 8:30 PM | Practice | Terry Conners | |
| Sunday | October 15, 2023 | 6:20 PM | 7:50 PM | Game | Terry Conners Rink | vs. Central 15U American |
| Tuesday | October 17, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Thursday | October 19, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Lady Sharks U16/U19 |
| Sunday | October 22, 2023 | 10:50 AM | 12:20 PM | Game | Terry Conners Rink | vs. Southern 18U Milford - Undeclared |
| Tuesday | October 24, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Thursday | October 26, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Midget A |
| Sunday | October 29, 2023 | 10:50 AM | 12:20 PM | Game | Terry Conners Rink | vs. Darien 16U White |
| Friday | November 3, 2023 | 6:30 PM | 7:30 PM | Practice | Terry Conners | |
| Saturday | November 4, 2023 | 8:25 PM | 9:55 PM | Game | Stamford Twin E | @ Darien 16U White |
| Sunday | November 5, 2023 | 7:50 PM | 9:20 PM | Game | Terry Conners Rink | vs. Wonderland 16U Black Open |
| Tuesday | November 7, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Thursday | November 9, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Lady Sharks U16/U19 |
| Saturday | November 11, 2023 | 8:00 PM | 9:30 PM | Game | Terry Conners Rink | vs. CT Hat Tricks 18U HS Split - Undeclared |
| Sunday | November 12, 2023 | 6:55 PM | 8:15 PM | Game | Wonderland Stadium | @ Wonderland 16U White Open |
| Tuesday | November 14, 2023 | 8:20 PM | 9:20 PM | Practice | Terry Conners | |
| Thursday | November 16, 2023 | 8:30 PM | 9:40 PM | Practice | Terry Conners | Midget A |
| Sunday | November 19, 2023 | 6:10 PM | 7:40 PM | Game | Terry Conners Rink | vs. Putnam 18U B |