| Game # | Date | Time | Category | Team | Opponent | Venue | Score | Result |
| Sep 13 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Sturgeon | A. J. LaRue Arena | | |
| Sep 13 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Sturgeon | A. J. LaRue Arena | | |
| Sep 14 2019 | 11:30 AM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Sturgeon | A. J. LaRue Arena | | |
| Sep 14 2019 | 1:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Sturgeon | A. J. LaRue Arena | 5-7 | L |
| Sep 15 2019 | 3:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Sturgeon | Fenelon Falls Community Centre | | |
| Sep 15 2019 | 4:45 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Sturgeon | Fenelon Falls Community Centre | 0-11 | L |
| Sep 15 2019 | 6:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Sturgeon | Fenelon Falls Community Centre | | |
| Sep 15 2019 | 7:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Sturgeon | Fenelon Falls Community Centre | | |
| MPS-PW-20 | Sep 28 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Parry Sound Shamrocks | A. J. LaRue Arena | 2-2 | T |
| MPS-AT-57 | Sep 28 2019 | 4:15 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | South Muskoka Bears | Gravenhurst | 1-7 | L |
| A-02 | Oct 05 2019 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction | South Muskoka Middaugh | A. J. LaRue Arena | 1-12 | L |
| A-03 | Oct 05 2019 | 1:40 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Cottage Country Dent | Bracebridge | 2-1 | W |
| MPS-PW-62 | Oct 05 2019 | 3:40 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | South Muskoka Bears | Gravenhurst | 2-8 | L |
| M-01 | Oct 05 2019 | 4:10 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Muskoka Kia | Bracebridge | | |
| MPS-BT-12 | Oct 05 2019 | 4:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | East Nipissing Vipers | East Ferris CC | 7-3 | W |
| MPS-MD-73 | Oct 05 2019 | 5:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears | Gravenhurst | 1-5 | L |
| MPS-PW-18 | Oct 06 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Brock Township Wild | A. J. LaRue Arena | 2-6 | L |
| MPS-MD-45 | Oct 06 2019 | 2:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | North Bay Trappers | Pete Palangio (1) | 5-1 | W |
| M-68 | Oct 06 2019 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | Almaguin Ice Devils | A. J. LaRue Arena | 0-5 | L |
| P-31 | Oct 10 2019 | 7:00 PM | | LL Peewee Yellow- Walker Home Hardware | LL Peewee Blue- Canadian Tire Minden | A. J. LaRue Arena | 1-5 | |
| MPS-AT-13 | Oct 12 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Parry Sound Shamrocks | A. J. LaRue Arena | 2-5 | L |
| MPS-MD-25 | Oct 12 2019 | 3:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters | CSC (Don Lough) | 2-3 | L |
| MPS-BT-37 | Oct 12 2019 | 4:50 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Huntsville Otters | CSC (Don Lough) | 0-7 | L |
| MPS-MD-11 | Oct 13 2019 | 2:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | A. J. LaRue Arena | 1-2 | L |
| MPS-PW-22 | Oct 15 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Huntsville Otters | A. J. LaRue Arena | 2-3 | L |
| MPS-BT-31 | Oct 16 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Huntsville Otters | A. J. LaRue Arena | 2-5 | L |
| Oct 19-Oct 19 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Cody Hodgson Tournament (Wilberforce ) |
| Oct 19-Oct 20 | | REP Midget- The Highlander - Smolen Family Dentistry | Cody Hodgson Tournament (AJ LaRue Arena) |
| A-17 | Oct 19 2019 | 9:50 AM | | LL Atom Blue- GJ Burtch Construction | Huntsville McDonalds | CSC (Jack Bionda) | 2-6 | L |
| AT-95 | Oct 19 2019 | 4:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Woodville Hurricanes | Woodville/Eldon | 2-1 | W |
| Oct 20-Oct 20 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Cody Hodgson Tournament (AJ LaRue Arena) |
| MPS-AT-36 | Oct 20 2019 | 12:40 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Huntsville Otters | CSC (Jack Bionda) | | |
| PW-68 | Oct 20 2019 | 3:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Newcastle Stars | Newcastle | | |
| Oct 20 2019 | 3:00 PM | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Lindsay Huskies | Keith Tallman Arena | | |
| P-03 | Oct 20 2019 | 4:30 PM | | LL Peewee Yellow- Walker Home Hardware | South Muskoka Blakewood Constr | Bracebridge | | |
| MD-104 | Oct 21 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Sturgeon Lake Thunder | Bobcaygeon | | |
| MD-61 | Oct 23 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Lindsay Muskies | Lindsay Rec (1) | | |
| AT-10 | Oct 24 2019 | 7:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Brock Township Wild | Beaverton | | |
| MPS-BT-24 | Oct 25 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Orono Leafs | A. J. LaRue Arena | | |
| MPS-MD-15 | Oct 25 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters | A. J. LaRue Arena | | |
| Oct 26-Oct 26 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Matt Duchene Tournament (Wilberforce) |
| Oct 26-Oct 27 | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Matt Duchene Tournament (AJ LaRue Arena) |
| P-14 | Oct 26 2019 | 1:30 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville HRC | Baysville | | |
| MD-13 | Oct 26 2019 | 7:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Durham Crusaders | IPSC (6) | | |
| Oct 27-Oct 27 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Matt Duchene Tournament (AJ LaRue Arena) |
| P-10 | Oct 27 2019 | 1:00 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka HRC Ins | Gravenhurst | | |
| MPS-MD-07 | Oct 27 2019 | 2:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | SSJ Arena | | |
| A-19 | Oct 27 2019 | 2:15 PM | | LL Atom Blue- GJ Burtch Construction | Parry Sound McNabb Home Bld | BOCC | | |
| PINT8 | Oct 27 2019 | 4:00 PM | | LL Peewee Yellow- Walker Home Hardware | Coldwater Wildcats 1 | Keith Tallman Arena | | |
| M-12 | Oct 27 2019 | 4:15 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Dohertys Masonry | BOCC | | |
| MPS-PW-23 | Oct 29 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Mariposa Lightning | A. J. LaRue Arena | | |
| BT-51 | Nov 01 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Mariposa Lightning | Little Britain | | |
| MPS-MD-20 | Nov 01 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Ennismore Eagles | A. J. LaRue Arena | | |
| N(Major)-021 | Nov 02 2019 | 10:00 AM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Little Caesars 1 | A. J. LaRue Arena | | |
| MPS-AT-20 | Nov 02 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Newcastle Stars | A. J. LaRue Arena | | |
| A-30 | Nov 02 2019 | 2:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Little Caesars | A. J. LaRue Arena | | |
| A-27 | Nov 02 2019 | 2:00 PM | | LL Atom Blue- GJ Burtch Construction | Muskoka Rock | Humphrey | | |
| P-17 | Nov 02 2019 | 3:00 PM | | LL Peewee Yellow- Walker Home Hardware | South Muskoka Blakewood Constr | A. J. LaRue Arena | | |
| P-16 | Nov 02 2019 | 4:10 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka CC Tatham | Bracebridge | | |
| MPS-PW-13 | Nov 02 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Millbrook Stars | A. J. LaRue Arena | | |
| MD-91 | Nov 02 2019 | 9:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Newcastle Stars | Newcastle | | |
| P-07 | Nov 03 2019 | 11:00 AM | | LL Peewee Yellow- Walker Home Hardware | Almaguin Ice Devils | Keith Tallman Arena | | |
| MPS-AT-19 | Nov 03 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Millbrook Stars | A. J. LaRue Arena | | |
| N(Major)-035 | Nov 03 2019 | 1:40 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Little Caesars 1 | CSC (Jack Bionda) | | |
| MPS-PW-24 | Nov 03 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Almaguin Ice Devils | A. J. LaRue Arena | | |
| MPS-BT-26 | Nov 03 2019 | 3:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Lindsay Muskies | A. J. LaRue Arena | | |
| M-14 | Nov 03 2019 | 8:00 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Muskoka Auto Parts | A. J. LaRue Arena | | |
| MPS-MD-14 | Nov 05 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Mariposa Lightning | A. J. LaRue Arena | | |
| Nov 08-Nov 10 | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Thorold Tournament (Thorold Tournament) |
| Nov 08-Nov 10 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Pembroke Tournament (Pembroke Tournament) |
| MPS-MD-16 | Nov 08 2019 | 7:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters AE | A. J. LaRue Arena | | |
| MPS-BT-11 | Nov 08 2019 | 8:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | A. J. LaRue Arena | | |
| P-23 | Nov 09 2019 | 11:20 AM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka Blakewood Constr | Bracebridge | | |
| A-34 | Nov 09 2019 | 12:00 PM | | LL Atom Blue- GJ Burtch Construction | South Muskoka Cottage Country Dent | A. J. LaRue Arena | | |
| P-12 | Nov 09 2019 | 1:00 PM | | LL Peewee Yellow- Walker Home Hardware | South Muskoka HRC Ins | A. J. LaRue Arena | | |
| N(Major)-111 | Nov 09 2019 | 2:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Almaguin Ice Devils White | A. J. LaRue Arena | | |
| A-33 | Nov 09 2019 | 3:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Parry Sound McNabb Home Bld | BOCC | | |
| MPS-MD-81 | Nov 09 2019 | 5:15 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears AE | Gravenhurst | | |
| MPS-BT-22 | Nov 09 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Newcastle Stars | A. J. LaRue Arena | | |
| A-40 | Nov 10 2019 | 1:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Middaugh | A. J. LaRue Arena | | |
| MPS-MD-13 | Nov 10 2019 | 2:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | A. J. LaRue Arena | | |
| MPS-BT-32 | Nov 10 2019 | 3:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | East Nipissing Vipers | A. J. LaRue Arena | | |
| A-12 | Nov 10 2019 | 3:40 PM | | LL Atom Blue- GJ Burtch Construction | Huntsville Aben Graphics | CSC (Jack Bionda) | | |
| M-19 | Nov 10 2019 | 5:00 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Dominos Pizza | Gravenhurst | | |
| BT-68 | Nov 15 2019 | 8:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Millbrook Stars | Millbrook-Cavan | | |
| MD-121 | Nov 15 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Brock Township Wild | A. J. LaRue Arena | | |
| Nov 16-Nov 17 | | REP Major Novice - Ridgewood Ford - Haliburton County Chiropractic | Walt McKechnie Tournament (AJ LaRue Arena) |
| P-30 | Nov 16 2019 | 10:50 AM | | LL Peewee Blue- Canadian Tire Minden | Huntsville Little Caesars | CSC (Don Lough) | | |
| N(Major)-121 | Nov 16 2019 | 12:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Little Caesars 2 | A. J. LaRue Arena | | |
| MPS-AT-06 | Nov 16 2019 | 12:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | Burks Falls | | |
| MPS-PW-43 | Nov 16 2019 | 1:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Muskoka Rock | Port Carling | | |
| MPS-MD-02 | Nov 16 2019 | 2:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Almaguin Ice Devils | SSJ Arena | | |
| MPS-AT-09 | Nov 16 2019 | 3:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | Burks Falls | | |
| MPS-BT-02 | Nov 17 2019 | 1:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | SSJ Arena | | |
| AT-77 | Nov 17 2019 | 2:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Sturgeon Lake Thunder | Fenelon Falls | | |
| P-52 | Nov 17 2019 | 2:30 PM | | LL Peewee Yellow- Walker Home Hardware | Almaguin Ice Devils | SSJ Arena | | |
| MPS-BT-10 | Nov 17 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | SSJ Arena | | |
| M-21 | Nov 17 2019 | 6:30 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Heather Douglas | CSC (Don Lough) | | |
| PW-86 | Nov 17 2019 | 6:45 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Orono Leafs | Orono | | |
| MPS-BT-23 | Nov 20 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Sturgeon Lake Thunder | A. J. LaRue Arena | | |
| MD-123 | Nov 22 2019 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Kawartha Coyotes | A. J. LaRue Arena | | |
| A-43 | Nov 23 2019 | 10:00 AM | | LL Atom Blue- GJ Burtch Construction | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | A. J. LaRue Arena | | |
| N(Major)-019 | Nov 23 2019 | 11:00 AM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | South Muskoka Envotek | A. J. LaRue Arena | | |
| MPS-AT-15 | Nov 23 2019 | 12:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | A. J. LaRue Arena | | |
| PW-19 | Nov 23 2019 | 1:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Durham Crusaders | McKinney (2) | | |
| MPS-AT-24 | Nov 23 2019 | 3:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Almaguin Ice Devils | A. J. LaRue Arena | | |
| MPS-BT-30 | Nov 23 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | North Bay Trappers | A. J. LaRue Arena | | |
| A-41 | Nov 24 2019 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction | Almaguin Ice Devils | Burks Falls | | |
| MPS-AT-54 | Nov 24 2019 | 4:15 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Parry Sound Shamrocks | BOCC | | |
| MPS-BT-59 | Nov 24 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | North Bay Trappers | Pete Palangio (1) | | |
| M-28 | Nov 24 2019 | 5:10 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Duke Engineering | CSC (Don Lough) | | |
| MPS-PW-52 | Nov 24 2019 | 5:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Parry Sound Shamrocks | BOCC | | |
| MPS-PW-11 | Nov 26 2019 | 7:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Sturgeon Lake Thunder | A. J. LaRue Arena | | |
| MPS-BT-29 | Nov 27 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | South Muskoka Bears | A. J. LaRue Arena | | |
| Nov 28-Dec 01 | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Delhi Tournament (Delhi Tournament) |
| MPS-MD-19 | Nov 29 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears AE | A. J. LaRue Arena | | |
| AT-29 | Nov 30 2019 | 2:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Kawartha Coyotes | Ops | | |
| BT-13 | Nov 30 2019 | 6:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Ennismore Eagles | Ennismore | | |
| MD-73 | Nov 30 2019 | 6:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Millbrook Stars | Millbrook-Cavan | | |
| M-30 | Dec 01 2019 | 2:45 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Tamarack North | BOCC | | |
| BT-27 | Dec 01 2019 | 5:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Kawartha Coyotes | Emily/Omemee | | |
| M-35 | Dec 06 2019 | 7:00 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Dohertys Masonry | A. J. LaRue Arena | | |
| Dec 07-Dec 08 | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Norwood Tournament (Norwood Tournament) |
| Dec 07-Dec 08 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Norwood Tournament (Norwood Tournament) |
| A-55 | Dec 07 2019 | 11:40 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Davicor | Baysville | | |
| P-44 | Dec 07 2019 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Almaguin Ice Devils | Burks Falls | | |
| N(Major)-127 | Dec 07 2019 | 1:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | South Muskoka Fitzmaurice Bros | Bracebridge | | |
| A-54 | Dec 08 2019 | 11:30 AM | | LL Atom Blue- GJ Burtch Construction | South Muskoka Wes Finch | Bracebridge | | |
| MPS-PW-05 | Dec 08 2019 | 3:15 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Almaguin Ice Devils | SSJ Arena | | |
| MPS-BT-21 | Dec 11 2019 | 7:30 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Almaguin Ice Devils | A. J. LaRue Arena | | |
| P-50 | Dec 14 2019 | 9:20 AM | | LL Peewee Yellow- Walker Home Hardware | Huntsville Hidden Valley Resort | CSC (Don Lough) | | |
| A-66 | Dec 14 2019 | 9:50 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Aben Graphics | CSC (Jack Bionda) | | |
| N(Major)-031 | Dec 14 2019 | 11:30 AM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Main Street Dental 1 | A. J. LaRue Arena | | |
| MPS-AT-12 | Dec 14 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | South Muskoka Bears | A. J. LaRue Arena | | |
| N(Major)-131 | Dec 14 2019 | 2:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Main Street Dental 2 | A. J. LaRue Arena | | |
| MPS-PW-32 | Dec 14 2019 | 2:50 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Huntsville Otters | CSC (Jack Bionda) | | |
| P-47 | Dec 14 2019 | 3:00 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville Little Caesars | A. J. LaRue Arena | | |
| MPS-BT-76 | Dec 14 2019 | 3:15 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | South Muskoka Bears | Bracebridge | | |
| P-36 | Dec 15 2019 | 1:30 PM | | LL Peewee Blue- Canadian Tire Minden | LL Peewee Yellow- Walker Home Hardware | A. J. LaRue Arena | | |
| M-37 | Dec 15 2019 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Muskoka Kia | A. J. LaRue Arena | | |
| MD-125 | Dec 17 2019 | 8:00 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Woodville Hurricanes | A. J. LaRue Arena | | |
| MPS-AT-14 | Dec 21 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Huntsville Otters | A. J. LaRue Arena | | |
| MPS-PW-21 | Dec 21 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Muskoka Rock | A. J. LaRue Arena | | |
| BT-118 | Dec 21 2019 | 7:00 PM | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Durham Crusaders | A. J. LaRue Arena | | |
| MPS-MD-36 | Dec 21 2019 | 7:10 PM | | REP Midget- The Highlander - Smolen Family Dentistry | Huntsville Otters AE | CSC (Don Lough) | | |
| MPS-AT-17 | Dec 22 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Lindsay Muskies | A. J. LaRue Arena | | |
| MPS-PW-15 | Dec 22 2019 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Kawartha Coyotes | A. J. LaRue Arena | | |
| MPS-AT-16 | Dec 29 2019 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Ennismore Eagles | A. J. LaRue Arena | | |
| PW-26 | Dec 29 2019 | 3:30 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Ennismore Eagles | Ennismore | | |
| Jan 02-Jan 03 | | REP Bantam-The Pepper Mill Steak & Pasta House - McKecks Place | Orono Tournament (Orono Tournament) |
| AT-49 | Jan 02 2020 | 7:00 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Mariposa Lightning | Little Britain | | |
| MPS-MD-18 | Jan 03 2020 | 8:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | South Muskoka Bears | A. J. LaRue Arena | | |
| A-69 | Jan 04 2020 | 11:20 AM | | LL Atom Blue- GJ Burtch Construction | South Muskoka Middaugh | Bracebridge | | |
| N(Major)-003 | Jan 04 2020 | 12:30 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Main Street Dental 1 | CSC (Jack Bionda) | | |
| A-10 | Jan 04 2020 | 12:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville McDonalds | A. J. LaRue Arena | | |
| N(Major)-116 | Jan 04 2020 | 1:40 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Little Caesars 2 | CSC (Jack Bionda) | | |
| PW-39 | Jan 04 2020 | 4:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | Lindsay Muskies | Lindsay Rec (1) | | |
| MPS-AT-26 | Jan 05 2020 | 12:30 PM | | REP Atom- Haliburton Timbermart - Castle Cottage Country Building Supplies | Durham Crusaders | A. J. LaRue Arena | | |
| MPS-MD-17 | Jan 05 2020 | 3:30 PM | | REP Midget- The Highlander - Smolen Family Dentistry | North Bay Trappers | A. J. LaRue Arena | | |
| P-57 | Jan 11 2020 | 11:00 AM | | LL Peewee Blue- Canadian Tire Minden | Huntsville HRC | A. J. LaRue Arena | | |
| A-76 | Jan 11 2020 | 12:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Almaguin Ice Devils | SSJ Arena | | |
| A-75 | Jan 11 2020 | 1:00 PM | | LL Atom Blue- GJ Burtch Construction | South Muskoka Wes Finch | A. J. LaRue Arena | | |
| P-27 | Jan 11 2020 | 2:00 PM | | LL Peewee Yellow- Walker Home Hardware | Huntsville Hidden Valley Resort | A. J. LaRue Arena | | |
| A-50 | Jan 12 2020 | 12:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Almaguin Ice Devils | A. J. LaRue Arena | | |
| A-63 | Jan 12 2020 | 1:30 PM | | LL Atom Blue- GJ Burtch Construction | Huntsville Davicor | A. J. LaRue Arena | | |
| P-59 | Jan 12 2020 | 2:00 PM | | LL Peewee Yellow- Walker Home Hardware | South Muskoka HRC Ins | Gravenhurst | | |
| M-45 | Jan 12 2020 | 8:00 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Heather Douglas | A. J. LaRue Arena | | |
| A-80 | Jan 18 2020 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction | Huntsville McDonalds | A. J. LaRue Arena | | |
| P-63 | Jan 18 2020 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Almaguin Ice Devils | A. J. LaRue Arena | | |
| N(Major)-141 | Jan 18 2020 | 1:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Muskoka Rock White | A. J. LaRue Arena | | |
| MPS-PW-19 | Jan 18 2020 | 2:00 PM | | REP Peewee-Joanne Sharpleys Source for Sports - Dollos Foodland | South Muskoka Bears | A. J. LaRue Arena | | |
| P-65 | Jan 18 2020 | 2:00 PM | | LL Peewee Yellow- Walker Home Hardware | South Muskoka CC Tatham | Gravenhurst | | |
| A-82 | Jan 18 2020 | 4:20 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Wes Finch | Gravenhurst | | |
| A-67 | Jan 19 2020 | 12:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Cottage Country Dent | A. J. LaRue Arena | | |
| P-43 | Jan 19 2020 | 1:30 PM | | LL Peewee Yellow- Walker Home Hardware | South Muskoka CC Tatham | A. J. LaRue Arena | | |
| M-50 | Jan 19 2020 | 2:30 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Muskoka Auto Parts | BOCC | | |
| A-90 | Jan 25 2020 | 9:50 AM | | LL Atom Blue- GJ Burtch Construction | Huntsville Davicor | CSC (Jack Bionda) | | |
| P-66 | Jan 25 2020 | 10:45 AM | | LL Peewee Yellow- Walker Home Hardware | Parry Sound Gibson H & C | BOCC | | |
| P-69 | Jan 25 2020 | 12:30 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka Blakewood Constr | A. J. LaRue Arena | | |
| A-86 | Jan 25 2020 | 1:30 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Aben Graphics | A. J. LaRue Arena | | |
| N(Major)-043 | Jan 25 2020 | 2:30 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | South Muskoka Fitzmaurice Bros | A. J. LaRue Arena | | |
| M-55 | Jan 26 2020 | 8:00 PM | | LL Midget- Total Site Services - Pharmasave | South Muskoka Dominos Pizza | A. J. LaRue Arena | | |
| A-95 | Feb 01 2020 | 9:50 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Huntsville Little Caesars | CSC (Jack Bionda) | | |
| P-72 | Feb 01 2020 | 3:15 PM | | LL Peewee Blue- Canadian Tire Minden | Parry Sound Gibson H & C | BOCC | | |
| N(Major)-041 | Feb 02 2020 | 12:40 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Little Caesars 2 | CSC (Jack Bionda) | | |
| M-60 | Feb 02 2020 | 1:00 PM | | LL Midget- Total Site Services - Pharmasave | Almaguin Ice Devils | SSJ Arena | | |
| P-80 | Feb 08 2020 | 9:20 AM | | LL Peewee Yellow- Walker Home Hardware | Huntsville HRC | CSC (Don Lough) | | |
| P-76 | Feb 08 2020 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | Huntsville Hidden Valley Resort | A. J. LaRue Arena | | |
| N(Major)-109 | Feb 08 2020 | 1:45 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Huntsville Main Street Dental 2 | CSC (Jack Bionda) | | |
| P-74 | Feb 09 2020 | 2:00 PM | | LL Peewee Yellow- Walker Home Hardware | Huntsville Little Caesars | A. J. LaRue Arena | | |
| P-54 | Feb 09 2020 | 3:00 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka HRC Ins | A. J. LaRue Arena | | |
| M-64 | Feb 09 2020 | 8:00 PM | | LL Midget- Total Site Services - Pharmasave | Huntsville Duke Engineering | A. J. LaRue Arena | | |
| A-58 | Feb 22 2020 | 11:00 AM | | LL Atom Blue- GJ Burtch Construction | Huntsville Little Caesars | A. J. LaRue Arena | | |
| P-02 | Feb 22 2020 | 12:00 PM | | LL Peewee Blue- Canadian Tire Minden | South Muskoka CC Tatham | A. J. LaRue Arena | | |
| A-96(22) | Feb 22 2020 | 1:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Muskoka Rock | Port Carling | | |
| N(Major)-151 | Feb 22 2020 | 2:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Muskoka Rock White | Humphrey | | |
| N(Major)-051 | Feb 22 2020 | 3:00 PM | | LL Major Novice - Tom Prentice & Sons - Docs of Haliburton | Muskoka Rock Black | Humphrey | | |
| A-15 | Feb 29 2020 | 11:00 AM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | South Muskoka Wes Finch | A. J. LaRue Arena | | |
| A-91 | Feb 29 2020 | 12:00 PM | | LL Atom Blue- GJ Burtch Construction | Muskoka Rock | A. J. LaRue Arena | | |
| P-22 | Feb 29 2020 | 1:00 PM | | LL Peewee Yellow- Walker Home Hardware | Parry Sound Gibson H & C | A. J. LaRue Arena | | |
| A-22 | Feb 29 2020 | 2:00 PM | | LL Atom Yellow-Dewayne Simms Construction - TD Canada Trust | Muskoka Rock | A. J. LaRue Arena | | |
| M-70 | Mar 01 2020 | 3:30 PM | | LL Midget- Total Site Services - Pharmasave | Parry Sound Tamarack North | A. J. LaRue Arena | | |