| Game # | Date | Time | Team | Opponent | Venue | Score | Result |
| Sep 05 2018 | 5:30 PM | Novice Rep - Dr. John Augimeri | Midland Centennials | North Simcoe Sports & Recreation Centre | 15-0 | W |
| Sep 08 2018 | 9:10 AM | Novice Rep - Dr. John Augimeri | Elmvale Coyotes | Elmvale Community Arena | 21-0 | W |
| Sep 08 2018 | 10:40 AM | Atom Rep - Asselin Insurance | Elmvale Coyotes | Elmvale Community Arena | 6-3 | W |
| Sep 08 2018 | 6:15 PM | Peewee Rep - Penetang Sand & Gravel | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | 3-2 | W |
| Sep 08 2018 | 7:30 PM | Bantam Rep - Paul Watson Esso | Midland Centennials | Penetanguishene Memorial Community Centre | 3-1 | W |
| Sep 09 2018 | 3:30 PM | Peewee Rep - Penetang Sand & Gravel | Parry Sound Shamrocks | Parry Sound - Humphrey Arena | 4-6 | L |
| Sep 13 2018 | 8:20 PM | Bantam Rep - Paul Watson Esso | Midland Centennials | North Simcoe Sports & Recreation Centre | 5-1 | W |
| Sep 14 2018 | 8:40 PM | Midget Rep - Maloney Air | Midland Centennials | Penetanguishene Memorial Community Centre | 2-4 | L |
| Sep 15 2018 | 3:00 PM | Novice Rep - Dr. John Augimeri | Midland Centennials | Penetanguishene Memorial Community Centre | 20-0 | W |
| Sep 15 2018 | 4:15 PM | Atom Rep - Asselin Insurance | Elmvale Coyotes | Penetanguishene Memorial Community Centre | 1-4 | L |
| Sep 15 2018 | 5:30 PM | Peewee Rep - Penetang Sand & Gravel | Midland Centennials | Penetanguishene Memorial Community Centre | 1-0 | W |
| Sep 15 2018 | 6:45 PM | Bantam Rep - Paul Watson Esso | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | 9-2 | W |
| Sep 22 2018 | 12:55 PM | Atom Rep - Asselin Insurance | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | | |
| Sep 22 2018 | 2:15 PM | Novice Rep - Dr. John Augimeri | Collingwood Blackhawks | Penetanguishene Memorial Community Centre | | |
| Sep 23 2018 | 1:00 PM | Novice Rep - Dr. John Augimeri | Collingwood Blackhawks | Collingwood Central Park Arena | | |
| Sep 23 2018 | 6:00 PM | Midget Rep - Maloney Air | Midland Centennials | North Simcoe Sports & Recreation Centre | | |
| Sep 26 2018 | 8:30 PM | Peewee AE - Precision Auto | Collingwood Blackhawks | Collingwood Central Park Arena | | |
| Sep 28-Sep 30 | Atom Rep - Asselin Insurance | Oro Early Start (8253) (Oro, ON) |
| MPS-BA-23 | Sep 30 2018 | 2:10 PM | Bantam Rep - Paul Watson Esso | Huntsville Otters | CSC (Don Lough) | | |
| Sep 30 2018 | 3:05 PM | Peewee Rep - Penetang Sand & Gravel | Midland Centennials | North Simcoe Sports & Recreation Centre | | |
| MPS-PB-14 | Sep 30 2018 | 3:40 PM | Peewee AE - Precision Auto | Huntsville Otters AE | CSC (Jack Bionda) | | |
| MPS-BB-15 | Sep 30 2018 | 3:50 PM | Bantam AE - Royal Canadian Legion | Huntsville Otters AE | CSC (Don Lough) | | |
| MPS-PA-21 | Sep 30 2018 | 5:20 PM | Peewee Rep - Penetang Sand & Gravel | Huntsville Otters | CSC (Jack Bionda) | | |
| Oct 11-Oct 14 | Peewee Rep - Penetang Sand & Gravel | Caledonia Thunder Challenge Cup (7955) (Caledonia, ON) |
| Oct 11-Oct 14 | Bantam AE - Royal Canadian Legion | Caledonia Thunder Challenge Cup (7955) (Caledonia, ON) |
| Oct 11-Oct 14 | Novice Rep - Dr. John Augimeri | Caledonia Thunder Challenge Cup (7955) (Caledonia, ON) |
| Oct 13 2018 | 8:30 PM | Midget Rep - Maloney Air | Huntsville Otters | Penetanguishene Memorial Community Centre | | |
| MPS-PB-24 | Oct 14 2018 | 12:00 PM | Peewee AE - Precision Auto | Muskoka Rock | Port Carling | | |
| Oct 14 2018 | 7:50 PM | Midget AE - Koppenol Auto | South Muskoka Bears AE | Penetanguishene Memorial Community Centre | | |
| Oct 19-Oct 21 | Midget AE - Koppenol Auto | 5th Annual All Star Challenge (8021) (Lincoln, ON) |
| Oct 19-Oct 21 | Peewee AE - Precision Auto | Boys AE Tournament (8282) (St. Mary's, ON) |
| Oct 19-Oct 21 | Midget Rep - Maloney Air | Port Dover Bantam/Midget Tournament (8272) (Port Dover, ON) |
| Oct 20 2018 | 12:55 PM | Novice Rep - Dr. John Augimeri | Huntsville Otters | Penetanguishene Memorial Community Centre | | |
| Oct 20 2018 | 2:05 PM | Atom Rep - Asselin Insurance | Huntsville Otters | Penetanguishene Memorial Community Centre | | |
| Oct 20 2018 | 3:15 PM | Peewee Rep - Penetang Sand & Gravel | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | | |
| Oct 20 2018 | 7:05 PM | Bantam Rep - Paul Watson Esso | Huntsville Otters | Penetanguishene Memorial Community Centre | | |
| MPS-AA-47 | Oct 21 2018 | 2:00 PM | Atom Rep - Asselin Insurance | South Muskoka Bears | Gravenhurst | | |
| MPS-PA-44 | Oct 21 2018 | 3:15 PM | Peewee Rep - Penetang Sand & Gravel | South Muskoka Bears | Gravenhurst | | |
| Oct 26-Oct 28 | Novice Rep - Dr. John Augimeri | PEC Kings MILK Hockey Tournament (8063) (Prince Edward County, ON) |
| Oct 26-Oct 28 | Bantam Rep - Paul Watson Esso | Brian English Memorial (8292) (Elmvale, ON) |
| Oct 26 2018 | 8:50 PM | Midget AE - Koppenol Auto | Huntsville Otters AE | Penetanguishene Memorial Community Centre | | |
| Oct 27 2018 | 3:40 PM | Peewee AE - Precision Auto | Huntsville Otters AE | Penetanguishene Memorial Community Centre | | |
| Oct 27 2018 | 4:50 PM | Peewee Rep - Penetang Sand & Gravel | Huntsville Otters | Penetanguishene Memorial Community Centre | | |
| Oct 27 2018 | 6:05 PM | Bantam AE - Royal Canadian Legion | Huntsville Otters AE | Penetanguishene Memorial Community Centre | | |
| MPS-BB-17 | Oct 28 2018 | 4:30 PM | Bantam AE - Royal Canadian Legion | Muskoka Rock | Port Carling | | |
| MPS-MB-21 | Oct 28 2018 | 5:10 PM | Midget AE - Koppenol Auto | Huntsville Otters AE | CSC (Don Lough) | | |
| MPS-PA-27 | Oct 28 2018 | 5:30 PM | Peewee Rep - Penetang Sand & Gravel | Parry Sound Shamrocks | BOCC | | |
| Nov 01-Nov 04 | Bantam Rep - Paul Watson Esso | Can/Am (Lake Placid, NY) |
| Nov 02-Nov 04 | Atom Rep - Asselin Insurance | Rob Johnston Memorial Rep Tournament (8436) (Paris, ON) |
| Nov 03 2018 | 5:40 PM | Novice Rep - Dr. John Augimeri | South Muskoka Bears | Penetanguishene Memorial Community Centre | | |
| MPS-MB-22 | Nov 03 2018 | 7:00 PM | Midget AE - Koppenol Auto | South Muskoka Bears AE | Bracebridge | | |
| Nov 03 2018 | 8:10 PM | Midget Rep - Maloney Air | South Muskoka Bears | Penetanguishene Memorial Community Centre | | |
| Nov 04 2018 | 5:20 PM | Peewee AE - Precision Auto | South Muskoka Bears AE | Penetanguishene Memorial Community Centre | | |
| Nov 04 2018 | 7:50 PM | Midget AE - Koppenol Auto | South Muskoka Bears AE | Penetanguishene Memorial Community Centre | | |
| Nov 09 2018 | 7:30 PM | Bantam Rep - Paul Watson Esso | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | | |
| Nov 09 2018 | 9:00 PM | Midget Rep - Maloney Air | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | | |
| MPS-N-30 | Nov 10 2018 | 4:40 PM | Novice Rep - Dr. John Augimeri | Huntsville Otters | CSC (Jack Bionda) | | |
| Nov 10 2018 | 5:40 PM | Peewee AE - Precision Auto | Muskoka Rock | Penetanguishene Memorial Community Centre | | |
| Nov 11 2018 | 4:10 PM | Atom Rep - Asselin Insurance | South Muskoka Bears | Penetanguishene Memorial Community Centre | | |
| MPS-MB-08 | Nov 11 2018 | 5:10 PM | Midget AE - Koppenol Auto | Huntsville Otters AE | CSC (Don Lough) | | |
| Nov 11 2018 | 5:20 PM | Peewee Rep - Penetang Sand & Gravel | South Muskoka Bears | Penetanguishene Memorial Community Centre | | |
| Nov 11 2018 | 6:35 PM | Bantam Rep - Paul Watson Esso | South Muskoka Bears | Penetanguishene Memorial Community Centre | | |
| Nov 16-Nov 18 | Bantam AE - Royal Canadian Legion | Silverstick (8445) (Collingwood, ON) |
| Nov 16-Nov 18 | Novice LL - Scotiabank | Orr Lake Hat Trick Tournament (8357) (Elmvale, ON) |
| Nov 16-Nov 18 | Peewee AE - Precision Auto | Silverstick (8445) (Collingwood, ON) |
| Nov 17-Nov 18 | Atom Rep - Asselin Insurance | Silverstick (8421) (Wasaga Beach, ON) |
| Nov 17-Nov 18 | Novice Rep - Dr. John Augimeri | Silverstick (8421) (Wasaga Beach, ON) |
| Nov 23-Nov 25 | Peewee Rep - Penetang Sand & Gravel | Huntsville Otters Pee Wee Rep Classic (8239) (Huntsville, ON) |
| Nov 23-Nov 25 | Bantam LL - Hindson Marina | South Huron Silver Stick Regional (8424) (South Huron, ON) |
| Nov 23-Nov 25 | Peewee LL - Scotiabank | Woolwich Cup Challenge (8658) (Elmira, ON & St. Jacobs, ON) |
| Nov 23-Nov 25 | Midget Rep - Maloney Air | 2nd Annual Teeder Kennedy (8047) (Port Colborne, ON) |
| MPS-MB-20 | Nov 23 2018 | 8:00 PM | Midget AE - Koppenol Auto | South Muskoka Bears AE | Bracebridge | | |
| Nov 24 2018 | 12:55 PM | Novice Rep - Dr. John Augimeri | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | | |
| Nov 24 2018 | 3:40 PM | Atom Rep - Asselin Insurance | Parry Sound Shamrocks | Penetanguishene Memorial Community Centre | | |
| MPS-BA-36 | Nov 24 2018 | 6:00 PM | Bantam Rep - Paul Watson Esso | Parry Sound Shamrocks | BOCC | | |
| MPS-N-62 | Nov 25 2018 | 2:00 PM | Novice Rep - Dr. John Augimeri | South Muskoka Bears | Gravenhurst | | |
| MPS-PB-36 | Nov 25 2018 | 3:15 PM | Peewee AE - Precision Auto | South Muskoka Bears AE | Gravenhurst | | |
| Nov 25 2018 | 6:30 PM | Midget AE - Koppenol Auto | Huntsville Otters AE | Penetanguishene Memorial Community Centre | | |
| MPS-MA-19 | Nov 30 2018 | 8:00 PM | Midget Rep - Maloney Air | Huntsville Otters | CSC (Don Lough) | | |
| MPS-N-48 | Dec 02 2018 | 2:15 PM | Novice Rep - Dr. John Augimeri | Parry Sound Shamrocks | BOCC | | |
| MPS-AA-35 | Dec 02 2018 | 3:15 PM | Atom Rep - Asselin Insurance | Parry Sound Shamrocks | BOCC | | |
| MPS-BA-52 | Dec 02 2018 | 3:30 PM | Bantam Rep - Paul Watson Esso | South Muskoka Bears | Gravenhurst | | |
| MPS-MA-42 | Dec 02 2018 | 5:15 PM | Midget Rep - Maloney Air | South Muskoka Bears | Gravenhurst | | |
| Dec 02 2018 | 6:30 PM | Bantam AE - Royal Canadian Legion | Muskoka Rock | Penetanguishene Memorial Community Centre | | |
| MPS-MA-28 | Dec 03 2018 | 8:00 PM | Midget Rep - Maloney Air | Parry Sound Shamrocks | Humphrey | | |
| Dec 06-Dec 09 | Midget AE - Koppenol Auto | Silverstick (8302) (Ayr, ON) |
| Dec 07-Dec 09 | Novice Rep - Dr. John Augimeri | Duke Knox Memorial (8176) (Huntsville, ON) |
| Dec 08-Dec 09 | Peewee Rep - Penetang Sand & Gravel | Silverstick (8422) (Wasaga Beach, ON) |
| MPS-AA-24 | Dec 08 2018 | 5:40 PM | Atom Rep - Asselin Insurance | Huntsville Otters | CSC (Jack Bionda) | | |
| Dec 09-Dec 09 | Bantam LL - Hindson Marina | Stayner Bantam LL Tournament (8460) (Stayner, ON) |
| Dec 14-Dec 16 | Bantam Rep - Paul Watson Esso | Silverstick (8423) (Wasaga Beach, ON) |
| Dec 14-Dec 16 | Midget Rep - Maloney Air | Silverstick (8423) (Wasaga Beach, ON) |
| Jan 25-Jan 27 | Bantam LL - Hindson Marina | Henderson’s Pharmacy Tournament (8307) (Thorold, ON) |
| Jan 25-Jan 27 | Novice LL - Scotiabank | 2019 IMHA Fun Fest (8600) (Innisfil, ON) |
| Mar 15-Mar 17 | Novice LL - Scotiabank | Knights of Columbus Annual (8627) (Huntsville, ON) |
| Mar 29-Mar 31 | Novice Rep - Dr. John Augimeri | Maple Syrup Tournament (8358) (Elmvale, ON) |
