| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | August 29, 2023 | 6:00 PM | 7:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Wednesday | August 30, 2023 | 6:00 PM | 7:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Tuesday | September 5, 2023 | 6:40 PM | 7:40 PM | Practice | ISCC ISCC NHL | Simsbury Midget B |
| Wednesday | September 6, 2023 | 7:00 PM | 8:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Saturday | September 9, 2023 | 3:40 PM | 4:40 PM | Game | ISCC OLY | @ Enfield 18U - Undeclared |
| Sunday | September 10, 2023 | 9:00 AM | 10:00 AM | Game | Wonderland of Ice | @ Wonderland 16U Tournament Team |
| Tuesday | September 12, 2023 | 7:50 PM | 8:50 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Wednesday | September 13, 2023 | 7:20 PM | 8:20 PM | Practice | ISCC ISCC NHL | Simsbury Midget B |
| Saturday | September 16, 2023 | 3:00 PM | 5:00 PM | Game | ISCC NHL | vs. Putnam 18U AA |
| Sunday | September 17, 2023 | 12:35 PM | 1:55 PM | Game | Newington Blue | @ CT Chiefs 18U High School Split |
| Tuesday | September 19, 2023 | 8:50 PM | 9:50 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Wednesday | September 20, 2023 | 7:40 PM | 8:40 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Saturday | September 23, 2023 | 3:40 PM | 5:10 PM | Game | Avon Old Farms | @ Avon 18U - Undeclared |
| Sunday | September 24, 2023 | 11:45 AM | 1:15 PM | Game | Trinity-Pawlin Rink | @ Putnam 18U AA |
| Tuesday | September 26, 2023 | 9:00 PM | 10:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget B |
| Saturday | September 30, 2023 | 12:15 PM | 1:15 PM | Game | International Skating Center of Connecticut - ISCC | vs. Central U16 |
| Sunday | October 1, 2023 | 12:40 PM | 1:40 PM | Game | ISCC NHL | vs. South Windsor 18U Maroon - Undeclared |
| Monday | October 2, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Thursday | October 5, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Friday | October 6, 2023 | 8:00 PM | 10:00 PM | Game | Westminster Rink | vs. Northwestern 18U - Undeclared |
| Monday | October 9, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Thursday | October 12, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Sunday | October 15, 2023 | 10:15 AM | 11:45 AM | Game | Danbury Patriot | @ CT Hat Tricks 18U HS Split - Undeclared |
| Tuesday | October 17, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Thursday | October 19, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Saturday | October 21, 2023 | 3:20 PM | 5:20 PM | Game | ISCC OLY | vs. Enfield 18U - Undeclared |
| Sunday | October 22, 2023 | 11:30 AM | 12:30 PM | Game | @ Western MA Predators | |
| Sunday | October 22, 2023 | 11:30 AM | 12:30 PM | Game | Smead Arena | @ Western MA Predators |
| Tuesday | October 24, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Thursday | October 26, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Sunday | October 29, 2023 | 4:30 PM | 6:30 PM | Game | ISCC NHL | vs. CT Hat Tricks 18U HS Split - Undeclared |
| Thursday | November 2, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Friday | November 3, 2023 | 8:00 PM | 10:00 PM | Game | Westminster Rink | vs. CT Chiefs 18U High School Split |
| Saturday | November 4, 2023 | 6:00 PM | 7:30 PM | Game | Champions Lower Rink | @ Whalers X Split Season |
| Tuesday | November 7, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Wednesday | November 8, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Saturday | November 11, 2023 | 8:20 PM | 9:40 PM | Game | South Windsor Rink | @ South Windsor 18U Maroon - Undeclared |
| Sunday | November 12, 2023 | 11:15 AM | 12:15 PM | Game | Simsbury Farms Rink | vs. Whalers Terriers Split Season |
| Tuesday | November 14, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget B |
| Wednesday | November 15, 2023 | 7:15 PM | 8:15 PM | Practice | Farms Simsbury Farms | Simsbury Midget B |
| Saturday | November 18, 2023 | 11:15 AM | 12:30 PM | Game | Westminster School | @ W. MA Predators |