| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | June 18, 2023 | 10:30 AM | 12:30 PM | Practice | Brewster Ice 98 | |
| Tuesday | August 8, 2023 | 10:30 AM | 12:00 PM | Practice | Brewster Ice 98 | Midget Fall |
| Friday | August 18, 2023 | 7:50 PM | 9:10 PM | Practice | Brewster Ice 98 | Midget Fall |
| Sunday | August 20, 2023 | 11:30 AM | 1:00 PM | Game | Evarts Rink | @ Bedford |
| Wednesday | August 30, 2023 | 8:20 PM | 9:20 PM | Practice | Brewster Ice 98 | Midget Fall |
| Friday | September 1, 2023 | 8:55 PM | 10:15 PM | Game | Winter Garden Ice Arena | @ Ridgefield |
| Saturday | September 2, 2023 | 10:10 AM | 11:30 AM | Practice | Brewster Ice 98 | |
| Wednesday | September 6, 2023 | 5:00 PM | 7:00 PM | Training | Tarrywile Park | |
| Friday | September 8, 2023 | 8:50 PM | 9:50 PM | Practice | Brewster Ice 98 | Midget Fall |
| Saturday | September 9, 2023 | 3:00 PM | 4:30 PM | Game | Danbury Patriot | @ CT Hat Tricks 18U HS Split - Undeclared |
| Sunday | September 10, 2023 | 6:30 PM | 7:50 PM | Game | Brewster Ice 1 | vs. Wonderland 18U Red Open |
| Friday | September 15, 2023 | 7:10 PM | 8:10 PM | Practice | Brewster Ice 99 | Midget Fall |
| Saturday | September 16, 2023 | 3:00 PM | 5:00 PM | Game | ISCC NHL | @ Simsbury 18U A - Undeclared |
| Sunday | September 17, 2023 | 12:30 PM | 1:50 PM | Game | Brewster Ice 1 | vs. CT Hat Tricks 18U HS Split - Undeclared |
| Thursday | September 21, 2023 | 8:50 PM | 10:10 PM | Game | Ice Hutch | @ Southern Westchester Blackhawks |
| Friday | September 22, 2023 | 8:50 PM | 9:50 PM | Practice | Brewster Ice 98 | Midget Fall |
| Saturday | September 23, 2023 | 6:10 PM | 7:30 PM | Game | Wonderland New | @ Wonderland 18U Red Open |
| Sunday | September 24, 2023 | 11:45 AM | 1:15 PM | Game | Trinity-Pawlin Rink | vs. Simsbury 18U A - Undeclared |
| Tuesday | September 26, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | |
| Friday | September 29, 2023 | 7:10 PM | 8:10 PM | Practice | Brewster Ice 99 | Midget Fall |
| Saturday | September 30, 2023 | 10:30 AM | 12:00 PM | Game | Trinity-Pawlin Rink | vs. Greenwich Cardinals 18U - Undeclared |
| Wednesday | October 4, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Saturday | October 7, 2023 | 6:10 PM | 7:30 PM | Game | Wonderland New | @ Wonderland 18U Red Open |
| Sunday | October 8, 2023 | 5:30 PM | 7:00 PM | Game | Dorothy Hamill Rink | @ Greenwich Cardinals 18U - Undeclared |
| Wednesday | October 11, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Friday | October 13, 2023 | 7:10 PM | 8:10 PM | Practice | Brewster Ice 99 | Midget Fall |
| Wednesday | October 18, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Saturday | October 21, 2023 | 7:40 PM | 8:55 PM | Game | Brewster Ice Arena | @ Westchester Express 15U |
| Sunday | October 22, 2023 | 1:45 PM | 3:15 PM | Game | Trinity-Pawlin Rink | vs. Wonderland 18U Red Open |
| Wednesday | October 25, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Friday | October 27, 2023 | 7:10 PM | 8:10 PM | Practice | Brewster Ice 99 | Midget Fall |
| Saturday | October 28, 2023 | 10:30 AM | 12:00 PM | Game | Tirrell Ice Rink | vs. BREWSTER WAVE |
| Saturday | October 28, 2023 | 3:00 PM | 4:30 PM | Game | Danbury Patriot | @ CT Hat Tricks 18U HS Split - Undeclared |
| Sunday | October 29, 2023 | 2:00 PM | 3:20 PM | Game | Brewster Ice Arena | @ BREWSTER WAVE |
| Wednesday | November 1, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Friday | November 3, 2023 | 7:10 PM | 8:10 PM | Practice | Brewster Ice 99 | Bantam |
| Saturday | November 4, 2023 | 12:00 PM | 1:30 PM | Game | Trinity-Pawlin Rink | vs. Wonderland 18U Red Open |
| Saturday | November 4, 2023 | 8:00 PM | 9:30 PM | Game | Terry Conners Rink | @ Stamford 18U A - Tier 2 |
| Sunday | November 5, 2023 | 6:45 PM | 8:05 PM | Game | Wonderland New | @ Wonderland 18U Gold Open |
| Wednesday | November 8, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Friday | November 10, 2023 | 7:10 PM | 8:10 PM | Practice | Brewster Ice 99 | Midget Fall |
| Saturday | November 11, 2023 | 5:15 PM | 6:45 PM | Game | Trinity-Pawlin Rink | vs. Northwestern 18U - Undeclared |
| Wednesday | November 15, 2023 | 8:30 PM | 9:30 PM | Practice | Trinity Pawlin | Midget Fall |
| Saturday | November 18, 2023 | 1:00 PM | 2:30 PM | Game | Trinity-Pawlin Rink | vs. Wonderland 18U Gold Open |
| Saturday | February 3, 2024 | 12:00 PM | 1:30 PM | Game | McCann Ice Arena | @ Hudson Valley Vikings |
| Saturday | February 17, 2024 | 1:45 PM | 3:15 PM | Game | Tirrell Ice Rink | vs. Nassau Lions |
| Sunday | February 18, 2024 | 9:00 AM | 10:30 AM | Game | Cantiague Park Ice Rink | @ Nassau Lions |
| Wednesday | February 21, 2024 | 8:15 PM | 9:30 PM | Practice | Trinity Pawlin | Bantam |
| Saturday | February 24, 2024 | 7:45 AM | 8:45 AM | Game | Ebersole Ice Rink | @ White Plains |
| Wednesday | February 28, 2024 | 7:00 PM | 8:00 PM | Practice | Trinity Pawlin | Bantam |
| Saturday | March 2, 2024 | 8:30 AM | 10:00 AM | Game | Tirrell Ice Rink | vs. Scarsdale |
| Wednesday | March 6, 2024 | 8:15 PM | 9:30 PM | Practice | Trinity Pawlin | Bantam |
| Saturday | March 9, 2024 | 8:50 PM | 10:20 PM | Game | Westchester Skating Academy | @ Scarsdale |
| Sunday | March 10, 2024 | 11:30 AM | 1:00 PM | Game | Tirrell Ice Rink | vs. Long Island Sharks |
| Friday | March 15, 2024 | 10:00 PM | 11:00 PM | Game | Peter W. Foote Vietnam Veterans Skating Rink | @ Natick White |
| Saturday | March 16, 2024 | 11:05 AM | 12:05 PM | Game | Peter W. Foote Vietnam Veterans Skating Rink | @ MV Jugglers |
| Saturday | March 16, 2024 | 8:55 PM | 9:55 PM | Game | Peter W. Foote Vietnam Veterans Skating Rink | @ Natick |
| Tuesday | March 19, 2024 | 8:15 PM | 9:15 PM | Practice | Trinity Pawlin | |
| Friday | March 22, 2024 | 8:30 PM | 9:30 PM | Game | Thayer Arena | @ GREEN MACHINE |
| Saturday | March 23, 2024 | 6:30 PM | 7:30 PM | Game | Schneider Arena | vs. MAINE HOCKEY ACADEMY |
| Sunday | March 24, 2024 | 10:20 AM | 11:20 AM | Game | Schneider Arena | @ EAST COAST BLITZ |