| 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 A |
| Wednesday | August 30, 2023 | 6:00 PM | 7:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget A |
| Tuesday | September 5, 2023 | 6:40 PM | 7:40 PM | Practice | ISCC ISCC NHL | Simsbury Midget A |
| Wednesday | September 6, 2023 | 7:00 PM | 8:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget A |
| Saturday | September 9, 2023 | 3:00 PM | 5:15 PM | Game | ISCC NHL | vs. Wonderland 18U Red Open |
| Sunday | September 10, 2023 | 4:00 PM | 5:20 PM | Game | Enfield Twin 1 | @ Enfield 18U -Tri-T Undeclared |
| Tuesday | September 12, 2023 | 7:50 PM | 8:50 PM | Practice | ISCC ISCC Olympic | Simsbury Midget A |
| Wednesday | September 13, 2023 | 7:20 PM | 8:20 PM | Practice | ISCC ISCC NHL | Simsbury Midget A |
| Saturday | September 16, 2023 | 4:30 PM | 6:30 PM | Game | ISCC NHL | vs. Putnam 18U B |
| Tuesday | September 19, 2023 | 8:50 PM | 9:50 PM | Practice | ISCC ISCC Olympic | Simsbury Midget A |
| Wednesday | September 20, 2023 | 7:40 PM | 8:40 PM | Practice | ISCC ISCC Olympic | Simsbury Midget A |
| Saturday | September 23, 2023 | 4:00 PM | 5:30 PM | Game | Bolton Ice Rink | @ ECHO Y18U NORTHEAST SHAMROCKS |
| Sunday | September 24, 2023 | 6:00 PM | 7:30 PM | Game | Newington Red | @ Central 15U American |
| Tuesday | September 26, 2023 | 9:00 PM | 10:00 PM | Practice | ISCC ISCC Olympic | Simsbury Midget A |
| Saturday | September 30, 2023 | 8:20 PM | 9:40 PM | Game | South Windsor Rink | @ South Windsor 18U Gold - Undeclared |
| Sunday | October 1, 2023 | 2:00 PM | 3:00 PM | Game | ISCC NHL | vs. Putnam 18U B |
| Sunday | October 1, 2023 | 2:00 PM | 3:00 PM | Game | International Skating Center of Connecticut - ISCC | @ Putnam B |
| Monday | October 2, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Thursday | October 5, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Monday | October 9, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Thursday | October 12, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Friday | October 13, 2023 | 8:00 PM | 10:00 PM | Game | Westminster Rink | vs. Avon 18U - Undeclared |
| Saturday | October 14, 2023 | 3:15 PM | 4:45 PM | Game | Trinity-Pawlin Rink | @ Putnam 18U B |
| Tuesday | October 17, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Thursday | October 19, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Friday | October 20, 2023 | 7:50 PM | 8:50 PM | Game | International Skating Center of Connecticut - ISCC | @ Westfield |
| Saturday | October 21, 2023 | 6:20 PM | 8:20 PM | Game | ISCC OLY | vs. South Windsor 18U Gold - Undeclared |
| Tuesday | October 24, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Thursday | October 26, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Saturday | October 28, 2023 | 6:30 PM | 8:00 PM | Extra-Practice | International Skating Center of Connecticut - ISCC | |
| Sunday | October 29, 2023 | 4:00 PM | 5:20 PM | Game | Enfield Twin 2 | @ Enfield 18U - Undeclared |
| Sunday | October 29, 2023 | 4:00 PM | 5:00 PM | Game | Enfield Twin Rinks | @ None |
| Thursday | November 2, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Saturday | November 4, 2023 | 4:00 PM | 5:00 PM | Game | Amelia Park Arena | @ Westfield B |
| Sunday | November 5, 2023 | 3:20 PM | 4:50 PM | Game | Avon Old Farms | @ Avon 18U - Undeclared |
| Tuesday | November 7, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Wednesday | November 8, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Friday | November 10, 2023 | 8:00 PM | 10:00 PM | Game | Westminster Rink | vs. Enfield 18U -Tri-T Undeclared |
| Saturday | November 11, 2023 | 10:45 AM | 12:45 PM | Game | Simsbury Farms Rink | vs. Enfield 18U - Undeclared |
| Tuesday | November 14, 2023 | 8:00 PM | 9:00 PM | Practice | Westy Westminster Rink | Simsbury Midget A |
| Wednesday | November 15, 2023 | 7:15 PM | 8:15 PM | Practice | Farms Simsbury Farms | Simsbury Midget A |
| Friday | November 17, 2023 | 8:00 PM | 9:15 PM | Game | Westminster Rink | vs. ECHO Y18U NORTHEAST SHAMROCKS |
| Saturday | November 18, 2023 | 6:30 PM | 8:30 PM | Game | Simsbury Farms Rink | vs. Central 15U AA |